Find Cheap Flights from Washington, D.C. to Chicago (WAS - CHI)

Flights overview

Useful information for finding cheap flights from Washington, D.C. to Chicago and booking your next trip

Cheapest round-trip flights	$180	Frontier 1 stop 9 hr Thu, May 28 — Sun, May 31	The cheapest round-trip flight from Washington, D.C. to Chicago is currently $180
Cheapest one-way flight	$89	Southwest Nonstop 3 hr Wed, May 27	The cheapest one-way flight from Washington, D.C. to Chicago is currently $89
Cheapest nonstop flights	$239	United Nonstop 3 hr Thu, May 28 — Mon, Jun 1	The cheapest nonstop round-trip flight from Washington, D.C. to Chicago is currently $239
Last-minute weekend getaway	$232	Frontier 1 stop 12 hr Sat, May 9 — Mon, May 11	The cheapest last-minute weekend getaway from Washington, D.C. to Chicago is currently $232
Cheapest business class flights	$438	Frontier 1 stop 12 hr Sat, May 30 — Sun, May 31	The cheapest business class round-trip flight from Washington, D.C. to Chicago is currently $438

Fastest flight	1 hr 55 min	The fastest nonstop flight from Washington, D.C. to Chicago takes 1 hr 55 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Washington, D.C. to Chicago is typically January. The most expensive month to fly is typically March.

January Cheapest	Typical prices: $60–210
March Most expensive	Typical prices: $165–295

Popular airlines from Washington, D.C. to Chicago

United

Nonstop

from $239

Typical price: $160–350

158 weekly nonstop flights

BWI, DCA, IAD - ORD Every day

1352 weekly connecting flights

BWI, DCA, IAD - ORD Every day
Southwest

Nonstop

from $247

Typical price: $165–350

71 weekly nonstop flights

BWI, DCA - MDW Every day

3716 weekly connecting flights

BWI, DCA, IAD - MDW, ORD Every day
American

Nonstop

from $230

Typical price: $180–365

84 weekly nonstop flights

BWI, DCA - ORD Every day

1240 weekly connecting flights

BWI, DCA, IAD - ORD Every day
Delta

from $259

Typical price: $195–480

1541 weekly connecting flights

BWI, DCA, IAD - MDW, ORD Every day
Frontier

Nonstop

from $180

Typical price: $125–270

2 weekly nonstop flights

BWI - ORD Every Thu, Fri

119 weekly connecting flights

BWI, DCA, IAD - MDW, ORD Every day
Alaska

from $761

Typical price: $500–1,200

63 weekly connecting flights

BWI, DCA, IAD - ORD Every day

Popular airports near Washington, D.C.

Ronald Reagan Washington National Airport (DCA)

Washington United States 19 min 4 mi
Dulles International Airport (IAD)

Washington United States 54 min 22 mi
Baltimore/Washington International Thurgood Marshall Airport (BWI) (BWI)

Baltimore United States 47 min 27 mi
Philadelphia International Airport (PHL)

Philadelphia United States 2 hr 18 min 116 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 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 23 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 $210.

The cheapest round-trip flight from Washington, D.C. to Chicago recently found on Google Flights was with Frontier from $180. The cheapest one-way flight was with Southwest from $89.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Washington, D.C. to Chicago is $239, flying from May 28 to Jun 1.
The cheapest Southwest flight from Washington, D.C. to Chicago is $247, flying from May 28 to Jun 1.
The cheapest American flight from Washington, D.C. to Chicago is $230, flying from May 30 to May 31.
The cheapest Delta flight from Washington, D.C. to Chicago is $259, flying from May 28 to Jun 1.
The cheapest Frontier flight from Washington, D.C. to Chicago is $180, flying from May 28 to May 31.
The cheapest Alaska flight from Washington, D.C. to Chicago is $761, flying from May 30 to Jun 1.

The cheapest round-trip flight from Washington, D.C. to Chicago starts at $180 from Thu, May 28 to Sun, May 31. The cheapest one-way flight starts at $89 and departs on Wed, May 27.

1 hr 55 min 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.

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 158 nonstop flights and 1,352 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 71 nonstop flights and 3,716 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 84 nonstop flights and 1,240 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 1,541 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 2 nonstop flights and 119 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 number of connecting flights refers to distinct flights with at least one stop between Washington, D.C. and Chicago.

The cheapest round-trip flight from Washington, D.C. to Chicago recently found on Google Flights was with Frontier from $180. The cheapest one-way flight was with Southwest from $89.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Washington, D.C. to Chicago is $239, flying from May 28 to Jun 1.
The cheapest Southwest flight from Washington, D.C. to Chicago is $247, flying from May 28 to Jun 1.
The cheapest American flight from Washington, D.C. to Chicago is $230, flying from May 30 to May 31.
The cheapest Delta flight from Washington, D.C. to Chicago is $259, flying from May 28 to Jun 1.
The cheapest Frontier flight from Washington, D.C. to Chicago is $180, flying from May 28 to May 31.
The cheapest Alaska flight from Washington, D.C. to Chicago is $761, flying from May 30 to Jun 1.

Southwest, United, American and Frontier fly direct from Washington, D.C. to Chicago.

There are 158 United direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
There are 71 Southwest direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
There are 84 American direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
There are 2 Frontier direct flights from Washington, D.C. to Chicago per week. Flights are available on Thursday and Friday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Washington, D.C. and Chicago at price $232 is offered by Frontier from Sat, May 9 to Mon, May 11.

Southwest, United, American and Frontier fly direct from Washington, D.C. to Chicago.

There are 158 United direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
There are 71 Southwest direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
There are 84 American direct flights from Washington, D.C. to Chicago per week. Flights are available every day.
There are 2 Frontier direct flights from Washington, D.C. to Chicago per week. Flights are available on Thursday and Friday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

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 $239 from Thu, May 28 to Mon, Jun 1 with United.

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 $438 from Sat, May 30 to Sun, May 31 with Frontier.

The cheapest economy class round-trip flights between Washington, D.C. and Chicago start at $180 from Thu, May 28 to Sun, May 31.

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.

The best last-minute getaway deal for the next weekend between Washington, D.C. and Chicago starts at $232 from Sat, May 9 to Mon, May 11 with Frontier.

The cheapest last-minute deal between Washington, D.C. and Chicago at price $232 is offered by Frontier from Sat, May 9 to Mon, May 11.

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.