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 | $82 |
Frontier
Nonstop
3 hr
Thu, Nov 13 — Mon, Nov 17
|
The cheapest round-trip flight from Washington, D.C. to Chicago is currently $82 | |
---|---|---|---|---|
Cheapest one-way flight | $44 |
Frontier
Nonstop
3 hr
Fri, Oct 31
|
The cheapest one-way flight from Washington, D.C. to Chicago is currently $44 | |
Last-minute weekend getaway | $197 |
Frontier
Nonstop
3 hr
Fri, Oct 17 — Sun, Oct 19
|
The cheapest last-minute weekend getaway from Washington, D.C. to Chicago is currently $197 | |
Cheapest business class flights | $366 |
American
Nonstop
3 hr
Sat, Dec 13 — Mon, Dec 15
|
The cheapest business class round-trip flight from Washington, D.C. to Chicago is currently $366 | |
Fastest flight | 1 hr 55 min | The fastest nonstop flight from Washington, D.C. to Chicago takes 1 hr 55 min |
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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 February. The most expensive month to fly is typically April.
February Cheapest
|
Typical prices: $95–195 |
---|---|
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: $165–325144 weekly nonstop flightsBWI, DCA, IAD - ORD Every day1386 weekly connecting flightsBWI, DCA, IAD - ORD Every day
- SouthwestNonstopfrom $139Typical price: $165–33085 weekly nonstop flightsBWI, DCA - MDW, ORD Every day3729 weekly connecting flightsBWI, DCA, IAD - MDW, ORD Every day
- AmericanNonstopfrom $158Typical price: $180–35077 weekly nonstop flightsBWI, DCA - ORD Every day1326 weekly connecting flightsBWI, DCA, IAD - ORD Every day
- Deltafrom $197Typical price: $195–4751477 weekly connecting flightsBWI, DCA, IAD - MDW, ORD Every day
- FrontierNonstopfrom $82Typical price: $115–2608 weekly nonstop flightsBWI - MDW, ORD Every Mon, Thu, Fri, Sat, Sun132 weekly connecting flightsBWI, DCA, IAD - MDW, ORD Every day
- Alaskafrom $444Typical price: $570–1,30063 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 50 min 22 mi
- Baltimore/Washington International Airport (BWI)Baltimore United States 50 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 39 min 16 mi
- Chicago Midway International Airport (MDW)Chicago United States 25 min 9 mi
- Indianapolis International Airport (IND)Indianapolis United States 2 hr 57 min 165 mi
- Milwaukee Mitchell International Airport (MKE)Milwaukee United States 1 hr 37 min 75 mi
Frequently asked questions about flying from Washington, D.C. to Chicago
When are the cheapest days to fly from Washington, D.C. to Chicago?
The cheapest flights from Washington, D.C. to Chicago are usually in February. Typical ticket prices in February range from $95 to $195.
Which airlines provide the cheapest flights from Washington, D.C. to Chicago?
The cheapest round-trip flight from Washington, D.C. to Chicago recently found on Google Flights was with Frontier from $82. The cheapest one-way flight was with Frontier from $44.
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 Jan 8 to Jan 12.
- The cheapest Southwest flight from Washington, D.C. to Chicago is $139, flying from Jan 8 to Jan 12.
- The cheapest American flight from Washington, D.C. to Chicago is $158, flying from Dec 13 to Dec 15.
- The cheapest Delta flight from Washington, D.C. to Chicago is $197, flying from Dec 4 to Dec 7.
- The cheapest Frontier flight from Washington, D.C. to Chicago is $82, flying from Nov 13 to Nov 17.
- The cheapest Alaska flight from Washington, D.C. to Chicago is $444, flying from Nov 13 to Nov 17.
What are the cheapest flights from Washington, D.C. to Chicago?
The cheapest round-trip flight from Washington, D.C. to Chicago starts at $82 from Thu, Nov 13 to Mon, Nov 17. The cheapest one-way flight starts at $44 and departs on Fri, Oct 31.
How long does it take to fly from Washington, D.C. to Chicago?
1 hr 55 min is the shortest flight time from Washington, D.C. to Chicago.
When should you fly to Chicago, United States?
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.
How do I find cheap dates to fly from Washington, D.C. to Chicago?
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 is the best airline to fly from Washington, D.C. to Chicago?
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 144 nonstop flights and 1,386 connecting flights per week. United flies from Baltimore/Washington International Airport (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 85 nonstop flights and 3,729 connecting flights per week. Southwest flies from Baltimore/Washington International Airport (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 144 nonstop flights and 1,386 connecting flights per week. United flies from Baltimore/Washington International Airport (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 85 nonstop flights and 3,729 connecting flights per week. Southwest flies from Baltimore/Washington International Airport (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 77 nonstop flights and 1,326 connecting flights per week. American flies from Baltimore/Washington International Airport (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) .
- Delta offers 1,477 connecting flights per week. Delta flies from Baltimore/Washington International Airport (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 8 nonstop flights and 132 connecting flights per week. Frontier flies from Baltimore/Washington International Airport (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 Airport (BWI) , Ronald Reagan Washington National Airport (DCA) , Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) .
Which airlines provide the cheapest flights from Washington, D.C. to Chicago?
The cheapest round-trip flight from Washington, D.C. to Chicago recently found on Google Flights was with Frontier from $82. The cheapest one-way flight was with Frontier from $44.
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 Jan 8 to Jan 12.
- The cheapest Southwest flight from Washington, D.C. to Chicago is $139, flying from Jan 8 to Jan 12.
- The cheapest American flight from Washington, D.C. to Chicago is $158, flying from Dec 13 to Dec 15.
- The cheapest Delta flight from Washington, D.C. to Chicago is $197, flying from Dec 4 to Dec 7.
- The cheapest Frontier flight from Washington, D.C. to Chicago is $82, flying from Nov 13 to Nov 17.
- The cheapest Alaska flight from Washington, D.C. to Chicago is $444, flying from Nov 13 to Nov 17.
Which airlines have direct flights from Washington, D.C. to Chicago?
Southwest, Frontier, United and American fly direct from Washington, D.C. to Chicago.
- There are 144 United direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 85 Southwest direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 77 American direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 8 Frontier direct flights from Washington, D.C. to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
Which airline provides the cheapest last-minute getaway flight from Washington, D.C. to Chicago?
The cheapest last-minute deal between Washington, D.C. and Chicago at price $197 is offered by Frontier from Fri, Oct 17 to Sun, Oct 19.
Which airlines have direct flights from Washington, D.C. to Chicago?
Southwest, Frontier, United and American fly direct from Washington, D.C. to Chicago.
- There are 144 United direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 85 Southwest direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 77 American direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
- There are 8 Frontier direct flights from Washington, D.C. to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
When are direct flights from Washington, D.C. to Chicago available?
There are direct flights from Washington, D.C. to Chicago on a daily basis.
What are the cheapest direct flights from Washington, D.C. to Chicago?
The cheapest direct (nonstop) round-trip flights between Washington, D.C. and Chicago start at $82 from Thu, Nov 13 to Mon, Nov 17 with Frontier.
How can I find nonstop flights from Washington, D.C. to Chicago?
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.
What are the cheapest business class flights from Washington, D.C. to Chicago?
The cheapest business class round-trip flights between Washington, D.C. and Chicago start at $366 from Sat, Dec 13 to Mon, Dec 15 with American.
What are the cheapest economy class flights from Washington, D.C. to Chicago?
The cheapest economy class round-trip flights between Washington, D.C. and Chicago start at $82 from Thu, Nov 13 to Mon, Nov 17.
How can I book business class trips from Washington, D.C. to Chicago?
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.
Are there any last-minute deals from Washington, D.C. to Chicago next weekend?
The best last-minute getaway deal for the next weekend between Washington, D.C. and Chicago starts at $197 from Fri, Oct 17 to Sun, Oct 19 with Frontier.
Which airline provides the cheapest last-minute getaway flight from Washington, D.C. to Chicago?
The cheapest last-minute deal between Washington, D.C. and Chicago at price $197 is offered by Frontier from Fri, Oct 17 to Sun, Oct 19.
How can I find last-minute flight deals from Washington, D.C. to Chicago?
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.
-
Seattle$179Dec 12 — Dec 151 stop 8 hr 51 min American
-
Los Angeles$128Nov 8 — Nov 101 stop 8 hr 3 min Frontier
-
Atlanta$56Nov 15 — Nov 17Nonstop 2 hr 3 min Frontier
-
Reykjavík$399Dec 11 — Dec 15Nonstop 5 hr 55 min Icelandair
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