Official MapQuest website, find driving directions, maps, live traffic updates and road conditions. Find nearby businesses, restaurants and hotels. Explore! Wed, 8 May MDW - BWI with Frontier Airlines. Direct. from £38. Chicago. £55 per passenger.Departing Mon, 29 Apr, returning Wed, 1 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 29 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier ... Cheap Flights from Spokane to Chicago (GEG-ORD) Prices were available within the past 7 days and start at $111 for one-way flights and $215 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Spokane to Chicago with no change fee on selected flights. 9:00 am start in Richland (Washington) drive for about 2.5 hours. 11:18 am Spokane. stay for about 1 hour. and leave at 12:18 pm. drive for about 3 hours. 3:19 pm Missoula. stay for about 1 hour. and leave at 4:19 pm.The total driving distance from Seattle, WA to Chicago, IL is 2,064 miles or 3 322 kilometers. Your trip begins in Seattle, Washington. It ends in Chicago, Illinois. If you are planning a road trip, you might also want to calculate the total driving time from Seattle, WA to Chicago, IL so you can see when you'll arrive at your destination.Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Washington to Chicago with momondo.Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ... Wed, 8 May MDW - BWI with Frontier Airlines. Direct. from £38. Chicago. £55 per passenger.Departing Mon, 29 Apr, returning Wed, 1 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 29 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier ... Illinois. United States of America. Flights. Expedia.com. $54 Cheap Flights from Washington (WAS) to Chicago (ORD) Bundle Your Flight + Hotel & Save! Roundtrip. …The total flight duration from Washington, DC to Chicago, IL is 1 hour, 33 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like DCA to ORD. It covers the entire time on a typical commercial flight including take-off and landing.drive for about 4 hours. 2:11 pm Madison (Wisconsin) stay for about 1 hour. and leave at 3:11 pm. drive for about 2.5 hours. 5:48 pm arrive in Chicago. eat at Lou Malnati's Pizzeria. stay at The James Chicago Hotel. day 4 driving ≈ 7 hours.Find flights to Washington, D.C. from $39. Fly from Chicago on Frontier, American Airlines and more. Search for Washington, D.C. flights on KAYAK now to find the best deal.9:00 am start in Vancouver (Washington) drive for about 5 hours. 2:11 pm Joseph. stay for about 1 hour. and leave at 3:11 pm. drive for about 4 hours. 7:10 pm Boise. stay overnight and leave the next day around 11:00 am. day 1 driving ≈ 9 hours.Direct. from $47. Chicago.$61 per passenger.Departing Mon, Apr 29, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Mon, Apr 29, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on ...The flight distance from Washington (United States) to Chicago (United States) is 594 miles. This is equivalent to 956 kilometers or 516 nautical miles. The calculated distance (air line) is the straight line distance or direct flight distance between cities. The distance between cities calculated based on their latitudes and longitudes.The train is one of the safest modes of transportation in existence, and offers a comfortable atmosphere for you to relax on your journey from Washington to Chicago. Best of all, getting from Washington to Chicago is budget-friendly, with train tickets starting at just $42. This is an estimate, so please contact the train ticket seller directly ... Chicago. $47 per passenger. Departing Wed, May 8, returning Wed, May 15. Round-trip flight with Frontier Airlines. Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Wed, May 8, arriving in Chicago Midway. The calculation of flight time is based on the straight line distance from Seattle, WA to Chicago, IL ("as the crow flies"), which is about 1,737 miles or 2 796 kilometers. Your trip begins in Seattle, Washington. It ends in Chicago, Illinois. Your flight direction from Seattle, WA to Chicago, IL is East (90 degrees from North). Cheap Flights from Yakima to Chicago (YKM-ORD) Prices were available within the past 7 days and start at $122 for one-way flights and $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Yakima to Chicago with no change fee on selected flights. O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from DCA to ORD (Ronald Reagan Washington National to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets.Chicago has five airports; flights from Washington to Chicago might leave from Ronald Reagan International Airport (DCA) and land at Midway International Airport (MDW) or …There are 593.52 miles from Washington to Chicago in northwest direction and 701 miles (1,128.15 kilometers) by car, following the I-80 and I-90 route.. Washington and Chicago are 10 hours 49 mins far apart, if you drive non-stop .. This is the fastest route from Washington, DC to Chicago, IL. The halfway point is Olmsted Falls, OH. Please note … The cheapest return flight ticket from Chicago O'Hare Airport to Washington, D.C. found by KAYAK users in the last 72 hours was for $85 on Frontier, followed by Spirit Airlines ($102). One-way flight deals have also been found from as low as $43 on Frontier and from $59 on American Airlines. The 745-mile road trip from Washington DC to Chicago will take 12 hours and 10 minutes to drive. On the way, you can visit Bedford, Somerset, Pittsburgh, Cleveland, Toledo, Boonsboro, Morgantown, Columbus, Cincinnati, Indianapolis and Lafayette. This incredible journey from Washington DC to Chicago is dotted with so …Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ...The 745-mile road trip from Washington DC to Chicago will take 12 hours and 10 minutes to drive. On the way, you can visit Bedford, Somerset, Pittsburgh, Cleveland, Toledo, Boonsboro, Morgantown, Columbus, Cincinnati, Indianapolis and Lafayette. This incredible journey from Washington DC to Chicago is dotted with so …The two airlines most popular with KAYAK users for flights from Baltimore to Chicago are Delta and United Airlines. With an average price for the route of $319 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $314 and an overall rating of 7.4.Direct. from £42. Chicago. £54 per passenger.Departing Mon, 22 Apr, returning Wed, 24 Apr.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 22 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed ...The two airlines most popular with KAYAK users for flights from Chicago to Baltimore are Delta and United Airlines. With an average price for the route of $266 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $335 and an overall rating of 7.4.The fastest flight from Washington, D.C. to Chicago takes 1h 37m. Direct flights go from Washington, D.C. to Chicago every day. There are 2 airports near Chicago: Chicago …Select American Airlines flight, departing Sat, May 18 from Washington to Chicago, returning Mon, May 20, priced at $166 found 3 hours ago. Tue, Apr 23 - Wed, Apr 24. IAD. Washington. ORD. Chicago. $171 Roundtrip, found … Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Washington to Chicago with momondo. Amtrak. Trains from Washington, DC to Chicago, IL cover the 593 miles (956 km) long trip taking on average 17 h 40 min with our travel partners like Amtrak. Normally, there is 1 train operating per day. While the average ticket price for this journey costs around $178 (€157), you can find the cheapest train ticket for as low as $102 (€90). Airfares from $29 One Way, $58 Round Trip from Washington to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 8 - Wed, May 15. BWI. Baltimore. MDW. Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Washington to Chicago with momondo.Delta Air Lines - (DL) lists 1 direct nighttime flights on average from Washington to Chicago. United Airlines - (UA) with about 2 end of day scheduled flights between IAD and ORD from 6:00pm to 11:00pm. American Airlines - (AA) lists 1 direct nighttime flights on average from Washington to Chicago.Washington, DC. Chicago. The average train between Washington, DC and Chicago takes 19h 34m and the fastest train takes 17h 40m. There is at least one train per day from Washington, DC to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date. This time of year offers the best deals on train tickets from Washington DC to Chicago, with the average price at just $179. Train tickets on this route are most expensive in July, when the average price goes up to $251. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance. The two airlines most popular with KAYAK users for flights from Seattle to Chicago are Delta and Frontier. With an average price for the route of $591 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $238 and an overall rating of 6.3. Washington. ORD. Chicago. $168. Roundtrip. found 8 hours ago. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from Washington to Chicago now! Trains from Seattle, WA to Chicago, IL cover the 1729 miles (2788 km) long trip taking on average 45 h 50 min with our travel partners like Amtrak. Normally, there is 1 train operating per day. While the average ticket price for this trip costs around $285 (€251), you can find the cheapest train ticket for as low as $193 (€170). ...614 miles · (988 km) CHANGE DIRECTION. Flight time. 2 hours and 35 minutes. Airlines with direct flights from Washington (DCA) to Chicago (ORD) American Airlines. … Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ... Flight • $256 (€223) • 1 h 17 min. Popular travel companies. Amtrak. Take a train or flight to travel 288 miles (464 km) between Washington, MO and Chicago, IL. The most popular travel companies which serve this route are Amtrak among others. Travelers can even take a direct flight or train from Washington, MO to Chicago, IL.UA 378 Washington to Chicago Flight Status United Airlines Flight UA378 from Washington Ronald Reagan National Airport DCA to Chicago O'Hare International Airport ORD is not scheduled for today April 18th, 2024. The last time the flight was scheduled was on January 8th, 2024. Check the table below for UA378's most recent …Direct flights from Washington to Chicago. All flights from DCA to ORD non-stop. There are direct flights from Ronald Reagan Washington National, District of Columbia, USA to Chicago Ohare International (ORD), Illinois, USA every day of the week with United Airlines and American Airlines.The flight distance is 614 miles and the trip usually takes about 2 …The two airlines most popular with KAYAK users for flights from Seattle to Chicago are Delta and Frontier. With an average price for the route of $591 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $238 and an overall rating of 6.3. The average flight time from Washington, D.C. (Reagan National) to Chicago (Midway) is 2 hours 3 minutes. How many Southwest flights occur weekly from Washington, D.C. (Reagan National) to Chicago (Midway)? There are 92 weekly flights from Washington, D.C. (Reagan National) to Chicago (Midway) on Southwest Airlines. Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ...drive for about 4 hours. 2:11 pm Madison (Wisconsin) stay for about 1 hour. and leave at 3:11 pm. drive for about 2.5 hours. 5:48 pm arrive in Chicago. eat at Lou Malnati's Pizzeria. stay at The James Chicago Hotel. day 4 driving ≈ 7 hours. Fly from Washington to Chicago Midway Airport on Frontier from $59... Search for Chicago Midway Airport flights on KAYAK now to find the best deal. Find the best deals on flights from Washington, D.C. (WAS) to Chicago O'Hare International (ORD). Compare prices from hundreds of major travel agents and … Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Washington to Chicago with momondo. What companies run services between Williamsburg, VA, USA and Chicago, IL, USA? You can take a bus from Williamsburg Bus Stop to Chicago Bus Station via Richmond Bus Station and Washington Union Station in around 23h 4m. Alternatively, you can take a train from Williamsburg Amtrak Station to Chicago Union Station via Alexandria in around … Airfares from $29 One Way, $58 Round Trip from Washington to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 8 - Wed, May 15. BWI. Baltimore. MDW. There are 3 airlines that fly nonstop from Baltimore to Chicago O'Hare Intl Airport. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $153 for a one-way flight. On average, the best prices for this route can be found at American Airlines. The cheapest way to get from Washington to Chicago costs only $86, and the quickest way takes just 3¾ hours. Find the travel option that best suits you. Airfares from $29 One Way, $58 Round Trip from Washington to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 8 - Wed, May 15. BWI. Baltimore. MDW. The total driving distance from Vancouver, WA to Chicago, IL is 2,123 miles or 3 417 kilometers. Your trip begins in Vancouver, Washington. It ends in Chicago, Illinois. If you are planning a road trip, you might also want to calculate the total driving time from Vancouver, WA to Chicago, IL so you can see when you'll arrive at your destination.The train journey from Washington, D.C. to Chicago takes 17h 56m on average and covers a distance of 593 miles. What train companies travel from Washington, D.C. to Chicago? Amtrak is the only train operator serving this route. There are 3 airlines that fly nonstop from Washington, D.C. to Chicago O'Hare Intl Airport. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $153 for a one-way flight. On average, the best prices for this route can be found at United Airlines. Find cheap flights from Reagan Washington National Airport to Chicago from $55. Round-trip. 1 adult. Economy. 0 bags. Add hotel. Sat 5/18. Sat 5/25. Search. Direct flights only. … Average prices by travel date. $120 $80 $40 Apr May. Bus tickets from Washington DC to Chicago are expected to cost between $67 and $106 over the next four weeks. If you're planning a trip to Chicago within the next week, you can find the cheapest bus tickets starting from $74. The total straight line flight distance from Everett, WA to Chicago, IL is 1,732 miles. This is equivalent to 2 787 kilometers or 1,505 nautical miles. Your trip begins in Everett, Washington. It ends in Chicago, Illinois. Your flight direction from Everett, WA to Chicago, IL is East (91 degrees from North).Find cheap flights from Reagan Washington National Airport to Chicago from $55. Round-trip. 1 adult. Economy. 0 bags. Add hotel. Sat 5/18. Sat 5/25. Search. Direct flights only. …Find the best deals on flights from Washington, D.C. (WAS) to Chicago O'Hare International (ORD). Compare prices from hundreds of major travel agents and …Prefer to fly non-stop from Washington to Chicago O'Hare Airport? Find which airlines fly direct from Washington to O'Hare Intl, which days they fly and book direct flights. … Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected ... The Washington–Chicago Express, an American named passenger train of the Baltimore and Ohio Railroad (B&O), was one of four daily B&O trains operating between Washington, D.C., and Chicago, Illinois, via Pittsburgh, Pennsylvania during the 1930s–1960s. Other B&O trains of that period on the route were the Capitol Limited, Columbian, and the ...Chicago Midway Intl, Chicago-CHI, Washington Airport, Washington-WAS About Chicago (CHI) The most populous city in the U.S. State of Illinois and the third most populous city in United States, Chicago is the city full … Washington, DC. Pittsburgh. Cleveland. Chicago. 18 hours Daily Departure. The Capitol Limited train runs between Washington, DC and Chicago. You'll follow the historic B&O line on your journey through the Potomac Valley, past historic Harpers Ferry and the Allegheny Mountains into Pittsburgh. Cross into Ohio heading north to Cleveland, and then ... The cheapest way to get from Washington to Chicago costs only $86, and the quickest way takes just 3¾ hours. Find the travel option that best suits you. Chicago. $60 per passenger. Departing Wed, Apr 17, returning Wed, Apr 24. Round-trip flight with Frontier Airlines. Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Wed, Apr 17, arriving in Chicago Midway. Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected ... Chicago. ₹ 2,548 per passenger.Departing Wed, 10 Apr.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Wed, 10 Apr, arriving in Chicago Midway.Price includes taxes and charges.From ₹ 2,548, select. Wed, 10 Apr BWI - MDW with Frontier Airlines.Washington to Chicago Flights. Flights from IAD to ORD are operated 23 times a week, with an average of 3 flights per day. Departure times vary between 06:30 - 22:23. The earliest flight departs at 06:30, the last flight departs at 22:23. However, this depends on the date you are flying so please check with the full flight schedule above to see ...Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Washington to Chicago with momondo. Distance and aircraft type by airline for flights from Washington Dulles International Airport to O'Hare International Airport. Origin IAD Washington Dulles International Airport. Destination ORD O'Hare International Airport. Distance 587.54 miles. Interesting Facts About Flights from Washington to Chicago (IAD to ORD) O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from DCA to ORD (Ronald Reagan Washington National to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. How long is the Washington D.C. to Chicago flight time? Browse departure times and stay updated with the latest flight schedules. Find out more information about the route between these two cities.This time of year offers the best deals on train tickets from Washington DC to Chicago, with the average price at just $247. Train tickets on this route are most expensive in July, when the average price goes up to $346. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance.drive for about 4 hours. 2:11 pm Madison (Wisconsin) stay for about 1 hour. and leave at 3:11 pm. drive for about 2.5 hours. 5:48 pm arrive in Chicago. eat at Lou Malnati's Pizzeria. stay at The James Chicago Hotel. day 4 driving ≈ 7 hours.Apr 5, 2024 · Find the cheapest month to fly from Washington, D.C. to Chicago O'Hare International We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Washington, D.C. to Chicago O'Hare International flights are currently cheapest in May. Chicago. $47 per passenger. Departing Wed, May 8, returning Wed, May 15. Round-trip flight with Frontier Airlines. Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Wed, May 8, arriving in Chicago Midway.
Cheap Flights from Washington (DCA) to Chicago (ORD) Prices were available within the past 7 days and start at £62 for one-way flights and £131 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.. Bi chat
Find flights to Washington from $47. Fly from Chicago on Delta, Alaska Airlines, United Airlines and more. Search for Washington flights on KAYAK now to find the best deal.All flight schedules from Ronald Reagan Washington National , District of Columbia , USA to Chicago Ohare International , Illinois , USA . This route is operated by 2 airline (s), and the flight time is 2 hours and 35 minutes. The distance is 614 miles. USA.Bus tickets between Washington and Chicago cost $156.99 on average, but you can get tickets for as low as $80.99 if you book in advance and/or outside of busy travel times, like weekends and holidays. For a quick, easy and environmentally-conscious choice, travel with FlixBus. We have a large network of 200 destinations, so you can trust us to ...Cheap Flights from Washington (DCA) to Chicago (ORD) Prices were available within the past 7 days and start at AU$119 for one-way flights and AU$265 for round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.Find cheap flights from Washington, D.C. (IAD or DCA) to Chicago (ORD) with United Airlines. Compare prices, dates, and fares for roundtrip or one-way tickets.Washington, DC. Chicago. The average train between Washington, DC and Chicago takes 19h 34m and the fastest train takes 17h 40m. There is at least one train per day from Washington, DC to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.Tue, 24 Oct ORD - BWI with Spirit Airlines. 1 stop. from £56. Chicago. £58 per passenger.Departing Wed, 27 Sep, returning Tue, 3 Oct.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Baltimore Washington International on Wed, 27 Sep, arriving in Chicago O'Hare International.Inbound indirect …Rome2Rio makes travelling from Washington to Chicago Union Station easy. Rome2Rio is a door-to-door travel information and booking engine, helping you get to and from any location in the world. Find all the transport options for your trip from Washington to Chicago Union Station right here. Rome2Rio displays up to date schedules, route maps ...Compare flight deals to Chicago FSS from Washington D.C. from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Washington D.C.-Chicago FSS ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to ...Compare flight deals to Chicago from Washington D.C. from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Washington D.C.-Chicago ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to ...The cheapest month for flights from Washington, D.C. to Chicago Midway Airport is September, where tickets cost $204 on average. On the other hand, the most expensive months are May and December, where the average cost of …9:00 am start in Vancouver (Washington) drive for about 5 hours. 2:11 pm Joseph. stay for about 1 hour. and leave at 3:11 pm. drive for about 4 hours. 7:10 pm Boise. stay overnight and leave the next day around 11:00 am. day 1 driving ≈ 9 hours.Chicago. Compare Washington D.C. to Chicago flight deals. Find the cheapest month or even day of the year to fly to Chicago. Book the best Chicago fare …Look no more, for you’re at the right place. Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab WAS to CHI flight deals on CheapOair and save big!Jan 15, 2024 · The 745-mile road trip from Washington DC to Chicago will take 12 hours and 10 minutes to drive. On the way, you can visit Bedford, Somerset, Pittsburgh, Cleveland, Toledo, Boonsboro, Morgantown, Columbus, Cincinnati, Indianapolis and Lafayette. This incredible journey from Washington DC to Chicago is dotted with so many sights en route and ... Flights from Washington, D.C. to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Washington, D.C. to Chicago. On average, there are 1 Amtrak trains from Washington to Chicago every day, as well as 3 trips on the weekends, with prices starting from $173. Amtrak Capitol Limited Passing through seven states, 16 cities, and various National Parks, Amtrak Capitol Limited connects Washington D.C. and Chicago , on 750 miles of railroad. .