Cheap flights from Washington, D.C. to Chicago
Flights overview
Prices shown are for one adult in Economy class flights from Zürich to New York. This includes the cheapest Business class options where available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Useful information for finding cheap flights from Washington, D.C. to Chicago and booking your next trip
| Cheapest round-trip flights | $78 |
Frontier
Nonstop
3 hr
Thu, Feb 5 — Mon, Feb 9
|
The cheapest round-trip flight from Washington, D.C. to Chicago is currently $78 | |
|---|---|---|---|---|
| Cheapest one-way flight | $33 |
Frontier
Nonstop
3 hr
Thu, Mar 5
|
The cheapest one-way flight from Washington, D.C. to Chicago is currently $33 | |
| Last-minute weekend getaway | $181 |
Spirit
1 stop
10 hr
Sat, Jan 24 — Sun, Jan 25
|
The cheapest last-minute weekend getaway from Washington, D.C. to Chicago is currently $181 | |
| Cheapest business class flights | $378 |
American
Nonstop
3 hr
Thu, Feb 19 — Sun, Feb 22
|
The cheapest business class round-trip flight from Washington, D.C. to Chicago is currently $378 | |
| Fastest flight | 2 hr | The fastest nonstop flight from Washington, D.C. to Chicago takes 2 hr |
|---|---|---|
| Nonstop flights | Every day | There are direct flights on this route every day. |
When is the cheapest time to fly?
Typical prices for the least expensive flights for weekend trips from Washington, D.C. to Chicago per month. Insights are based on fares observed in the last 12 months. Current prices may differ.
The cheapest month to fly from Washington, D.C. to Chicago is typically January. The most expensive month to fly is typically April.
| January Cheapest
|
Typical prices: $60–215 |
|---|---|
| April Most expensive
|
Typical prices: $150–225 |
Popular airlines from Washington, D.C. to Chicago
Popularity is based on the number of weekly nonstop and connecting flights the airline operates. Connecting flights do not include interline routes.
Flight suggestions are based on an airline's cheapest round-trip fares from Washington, D.C. to Chicago in the next 3 months. Prices include required taxes + fees for one adult. Optional charges and bag fees may apply.
Typical prices are based on fares observed in the past year for one-week round trips with the same origin, destination, and airline.
- UnitedNonstopfrom $139Typical price: $155–325122 weekly nonstop flightsBWI, DCA, IAD - ORD Every day1432 weekly connecting flightsBWI, DCA, IAD - ORD Every day
- SouthwestNonstopfrom $139Typical price: $165–33069 weekly nonstop flightsBWI, DCA - MDW Every day3261 weekly connecting flightsBWI, DCA, IAD - MDW, ORD Every day
- AmericanNonstopfrom $158Typical price: $175–34070 weekly nonstop flightsBWI, DCA - ORD Every day1175 weekly connecting flightsBWI, DCA, IAD - ORD Every day
- Deltafrom $177Typical price: $195–4601468 weekly connecting flightsBWI, DCA, IAD - MDW, ORD Every day
- FrontierNonstopfrom $78Typical price: $115–2604 weekly nonstop flightsBWI - ORD Every Mon, Thu, Fri, Sun81 weekly connecting flightsBWI, DCA, IAD - MDW, ORD Every day
- Alaskafrom $439Typical price: $520–1,20063 weekly connecting flightsBWI, DCA, IAD - ORD Every day
Popular airports near Washington, D.C.
Distance and driving time are relative to the city center. Airports are listed based on distance from Washington, D.C. center and popularity with travelers.
- Ronald Reagan Washington National Airport (DCA)Washington United States 18 min 4 mi
- Dulles International Airport (IAD)Washington United States 52 min 22 mi
- Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI)Baltimore United States 49 min 27 mi
- Philadelphia International Airport (PHL)Philadelphia United States 2 hr 20 min 116 mi
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)Chicago United States 27 min 16 mi
- Chicago Midway International Airport (MDW)Chicago United States 25 min 9 mi
- Milwaukee Mitchell International Airport (MKE)Milwaukee United States 1 hr 24 min 75 mi
- Indianapolis International Airport (IND)Indianapolis United States 2 hr 58 min 165 mi
Frequently asked questions about flying from Washington, D.C. to Chicago
The cheapest flights from Washington, D.C. to Chicago are usually in January. Typical ticket prices in January range from $60 to $215.
The cheapest round-trip flight from Washington, D.C. to Chicago recently found on Google Flights was with Frontier from $78. The cheapest one-way flight was with Frontier from $33.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest United flight from Washington, D.C. to Chicago is $139, flying from Feb 19 to Feb 23.
- The cheapest Southwest flight from Washington, D.C. to Chicago is $139, flying from Feb 19 to Feb 23.
- The cheapest American flight from Washington, D.C. to Chicago is $158, flying from Feb 19 to Feb 22.
- The cheapest Delta flight from Washington, D.C. to Chicago is $177, flying from Feb 26 to Mar 2.
- The cheapest Frontier flight from Washington, D.C. to Chicago is $78, flying from Feb 5 to Feb 9.
- The cheapest Alaska flight from Washington, D.C. to Chicago is $439, flying from Feb 28 to Mar 2.
The cheapest round-trip flight from Washington, D.C. to Chicago starts at $78 from Thu, Feb 5 to Mon, Feb 9. The cheapest one-way flight starts at $33 and departs on Thu, Mar 5.
2 hr is the shortest flight time from Washington, D.C. to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Washington, D.C. to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Washington, D.C. to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Washington, D.C. to Chicago.
In terms of nonstop flights, United is the most popular. United offers 122 nonstop flights and 1,432 connecting flights per week. United flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) .
In terms of flights, Southwest is the most popular. Southwest offers 69 nonstop flights and 3,261 connecting flights per week. Southwest flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Other popular airlines flying from Washington, D.C. to Chicago are:
In terms of nonstop flights, United is the most popular. United offers 122 nonstop flights and 1,432 connecting flights per week. United flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) .
In terms of flights, Southwest is the most popular. Southwest offers 69 nonstop flights and 3,261 connecting flights per week. Southwest flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Other popular airlines flying from Washington, D.C. to Chicago are:
- American offers 70 nonstop flights and 1,175 connecting flights per week. American flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) .
- Delta offers 1,468 connecting flights per week. Delta flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
- Frontier offers 4 nonstop flights and 81 connecting flights per week. Frontier flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
- Alaska offers 63 connecting flights per week. Alaska flies from Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) .
The cheapest round-trip flight from Washington, D.C. to Chicago recently found on Google Flights was with Frontier from $78. The cheapest one-way flight was with Frontier from $33.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest United flight from Washington, D.C. to Chicago is $139, flying from Feb 19 to Feb 23.
- The cheapest Southwest flight from Washington, D.C. to Chicago is $139, flying from Feb 19 to Feb 23.
- The cheapest American flight from Washington, D.C. to Chicago is $158, flying from Feb 19 to Feb 22.
- The cheapest Delta flight from Washington, D.C. to Chicago is $177, flying from Feb 26 to Mar 2.
- The cheapest Frontier flight from Washington, D.C. to Chicago is $78, flying from Feb 5 to Feb 9.
- The cheapest Alaska flight from Washington, D.C. to Chicago is $439, flying from Feb 28 to Mar 2.
Southwest, American, United and Frontier fly direct from Washington, D.C. to Chicago.
- There are 122 United direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 69 Southwest direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 70 American direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 4 Frontier direct flights from Washington, D.C. to Chicago per week. Flights are available on Monday, Thursday, Friday and Sunday.
The cheapest last-minute deal between Washington, D.C. and Chicago at price $181 is offered by Spirit from Sat, Jan 24 to Sun, Jan 25.
Southwest, American, United and Frontier fly direct from Washington, D.C. to Chicago.
- There are 122 United direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 69 Southwest direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 70 American direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 4 Frontier direct flights from Washington, D.C. to Chicago per week. Flights are available on Monday, Thursday, Friday and Sunday.
There are direct flights from Washington, D.C. to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Washington, D.C. and Chicago start at $78 from Thu, Feb 5 to Mon, Feb 9 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Washington, D.C. to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Washington, D.C. and Chicago start at $378 from Thu, Feb 19 to Sun, Feb 22 with American.
The cheapest economy class round-trip flights between Washington, D.C. and Chicago start at $78 from Thu, Feb 5 to Mon, Feb 9.
To book business class trips from Washington, D.C. to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.
You can also adjust the trip type to view one-way fares.
You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Washington, D.C. and Chicago starts at $181 from Sat, Jan 24 to Sun, Jan 25 with Spirit.
The cheapest last-minute deal between Washington, D.C. and Chicago at price $181 is offered by Spirit from Sat, Jan 24 to Sun, Jan 25.
To find last-minute flight deals from Washington, D.C. to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
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Popular trips from Washington, D.C.
These suggestions are based on the cheapest fares to popular destinations in the next six months.
Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
-
Paris$439Apr 9 — Apr 131 stop 10 hr 40 min Icelandair
-
Dublin$387Apr 16 — Apr 191 stop 9 hr 35 min Icelandair
-
Orlando$66Mar 7 — Mar 9Nonstop 2 hr 30 min Frontier
-
Denver$159Feb 20 — Feb 23Nonstop 4 hr 16 min Frontier
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