WAS - CHI

£75 Find Cheap Flights from Washington, D.C. to Chicago – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Washington, D.C. to Chicago departing on 25/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest return fare
£180
Typical prices: £139-£297
Frontier
Tue 10/11Mon 16/11
BWI - ORD • Direct
Cheapest direct flights
£180
Typical prices: £125-£251
United Airlines
Sat 1/8Thu 6/8
BWI - ORD • Direct
Direct flights
You can fly direct with American Airlines, Southwest, and United Airlines. Average duration is 2h 12m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
+1
Top routes
Cheapest • 42% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 4 weeks in advance save around 53% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Washington, D.C. to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Washington, D.C. to Chicago

Tue, 10 Nov - Mon, 16 Nov
Frontier Logo
12:02 - 13:26
BWI
-
ORD
2h 24mdirect
Frontier Logo
14:03 - 16:12
ORD
-
BWI
25h 09m
1 stop
£180Frontier
Sat, 1 Aug - Thu, 6 Aug
United Airlines Logo
06:15 - 07:30
BWI
-
ORD
2h 15mdirect
United Airlines Logo
20:13 - 23:19
ORD
-
BWI
2h 06mdirect
£180United Airlines
Fri, 24 Jul - Tue, 28 Jul
United Airlines Logo
18:38 - 20:02
BWI
-
ORD
2h 24mdirect
United Airlines Logo
10:51 - 13:57
ORD
-
BWI
2h 06mdirect
£184United Airlines
Tue, 21 Jul - Sat, 25 Jul
Delta Logo
12:33 - 18:29
BWI
-
ORD
6h 56m
1 stop
Delta Logo
17:18 - 23:18
ORD
-
BWI
5h 00m
1 stop
£186Delta
Thu, 10 Sep - Sat, 12 Sep
Delta Logo
11:10 - 16:14
IAD
-
ORD
6h 04m
1 stop
Delta Logo
11:17 - 16:30
ORD
-
IAD
4h 13m
1 stop
£188Delta
Fri, 21 Aug - Mon, 24 Aug
JetBlue Logo
14:25 - 19:27
DCA
-
ORD
6h 02m
1 stop
JetBlue Logo
11:01 - 19:05
ORD
-
DCA
7h 04m
1 stop
£188JetBlue
Tue, 4 Aug - Sat, 8 Aug
United Airlines Logo
06:15 - 07:30
BWI
-
ORD
2h 15mdirect
United Airlines Logo
14:30 - 17:36
ORD
-
BWI
2h 06mdirect
£188United Airlines
Thu, 20 Aug - Mon, 24 Aug
JetBlue Logo
14:25 - 19:27
DCA
-
ORD
6h 02m
1 stop
JetBlue Logo
11:01 - 19:05
ORD
-
DCA
7h 04m
1 stop
£189JetBlue
Thu, 20 Aug - Mon, 24 Aug
Delta Logo
12:30 - 18:29
BWI
-
ORD
6h 59m
1 stop
Delta Logo
06:40 - 13:05
ORD
-
BWI
5h 25m
1 stop
£189Delta
Tue, 4 Aug - Thu, 6 Aug
United Airlines Logo
10:32 - 11:48
BWI
-
ORD
2h 16mdirect
United Airlines Logo
14:30 - 17:36
ORD
-
BWI
2h 06mdirect
£190United Airlines
Booking Insights

KAYAK’s insights & trends for Washington, D.C. to Chicago flights

Get data-powered insights and trends into flights from Washington, D.C. to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a return flight from Washington, D.C. to Chicago?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Washington, D.C. to Chicago departing in November.

What is the cheapest Washington, D.C. to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Washington, D.C. to Chicago costs £185 on the route between Washington, D.C. Reagan-National Airport (DCA) and Chicago Midway Airport (MDW). However, over the past month, flights between Washington, D.C. Reagan-National Airport (DCA) and Chicago O'Hare Intl Airport (ORD) were, on average, 42% cheaper than other Washington, D.C.-Chicago routes. The most popular route is between Washington, D.C. Reagan-National Airport (DCA) and Chicago Midway Airport (MDW).

What’s the cheapest day of the week to fly from Washington, D.C. to Chicago?

The average price of all round-trip flights from Washington, D.C. to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Washington, D.C. to Chicago, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago, Tuesday is the cheapest day to fly and Saturday is the most expensive.

What is the cheapest month to fly from Washington, D.C. to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Washington, D.C. to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Washington, D.C. to Chicago is October, where tickets cost £163 (return) on average. On the other hand, the most expensive months are June and February, where the average cost of round-trip tickets is £320 and £316 respectively.

Can I save money by flying with a stopover from Washington, D.C. to Chicago?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of £226, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Washington, D.C. to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Washington, D.C. to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Washington, D.C. to Chicago, you should book around 4 weeks before departure, which saves you about 53% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Expert advice

Expert advice for your flight from Washington, D.C. to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD, DCA and IAD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or out at sea, likely en route to Antarctica or the Arctic.

Good to know - Cheap tickets from Washington, D.C. to Chicago

Low seasonFebruary
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (8% more expensive on average)

When to book flights from Washington, D.C. to Chicago

Are your dates flexible? Find out the best times to travel from Washington, D.C. to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Washington, D.C. to Chicago

  • What is the cheapest flight from Washington, D.C. to Chicago?

    In the last 3 days, the lowest price for a flight from Washington, D.C. to Chicago was £75 for a one-way ticket and £180 for a return.

  • Which airlines offer Wi-Fi service onboard planes from Washington, D.C. to Chicago?

    Only American Airlines offers inflight Wi-Fi service on the Washington, D.C. to Chicago flight route.

  • Which aircraft models fly most regularly from Washington, D.C. to Chicago?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Washington, D.C. to Chicago flight route.

  • On which days can I fly direct from Washington, D.C. to Chicago?

    There are direct flights from Washington, D.C. to Chicago on a daily basis.

  • How does KAYAK find such low prices on flights from Washington, D.C. to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Washington, D.C. to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington, D.C. to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Washington, D.C. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Washington, D.C. to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Washington, D.C. with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington, D.C. to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Washington, D.C. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Washington, D.C. to Chicago

  • Looking for a cheap flight from Chicago to Washington, D.C.? 25% of our users found flights on this route for £105 or less one-way.

Prefer to fly direct from Washington, D.C. to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Washington, D.C. to Chicago.
Find which airlines fly direct from Washington, D.C. to Chicago, which days they fly and book direct flights.

Direct departures

Washington, D.C. to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to Washington, D.C.

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Everything you need to know for your flight from Washington, D.C. to Chicago

Cabin class types available on flights from Washington, D.C. to Chicago

Cabin classes available on flights from Washington, D.C. to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

Compare transportation modes for Washington, D.C. to Chicago

Transportation modeAverage priceAverage duration
Flights£7532h 15m
Trains£23517h 40m
Buses£8916h 40m