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Cheap flights from Washington, D.C. to Chicago from £67

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/9. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — CHI
24 Aug — 31 Aug1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Washington, D.C. to Chicago are usually found in September or January, booked 55 days in advance, depart on a Saturday or Friday and return on a Wednesday

Cheap flight deals from Washington, D.C. to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Washington, D.C. to Chicago
Explore the most affordable flight options available from Washington, D.C. to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 July 2026.

Thu 13/812:03
BWI
-
ORD
1 stop5h 48m
Delta
Sat 15/814:30
ORD
-
BWI
1 stop5h 58m
Delta
Deal found 22/7£155
Thu 27/817:08
BWI
-
ORD
Nonstop2h 31m
Frontier
Sat 29/813:59
ORD
-
BWI
1 stop6h 57m
Frontier
Deal found 21/7£157
Wed 2/907:00
BWI
-
ORD
1 stop6h 16m
Delta
Sun 6/906:40
ORD
-
BWI
1 stop5h 25m
Delta
Deal found 24/7£159
Thu 3/906:05
BWI
-
ORD
Nonstop2h 21m
United Airlines
Sun 6/910:49
ORD
-
BWI
Nonstop2h 09m
United Airlines
Deal found 20/7£161
Sat 10/1022:18
IAD
-
ORD
Nonstop2h 13m
United Airlines
Mon 12/1021:52
ORD
-
IAD
Nonstop2h 06m
United Airlines
Deal found 24/7£162
Sat 5/917:36
BWI
-
ORD
1 stop3h 54m
Delta
Sun 6/906:40
ORD
-
BWI
1 stop5h 25m
Delta
Deal found 24/7£163
Fri 11/906:30
DCA
-
ORD
1 stop6h 17m
JetBlue
Mon 14/909:38
ORD
-
DCA
1 stop6h 46m
JetBlue
Deal found 20/7£166
Thu 3/906:05
BWI
-
ORD
Nonstop2h 21m
United Airlines
Mon 7/918:15
ORD
-
BWI
Nonstop2h 14m
United Airlines
Deal found 20/7£168
Sat 15/808:10
BWI
-
ORD
Nonstop2h 21m
United Airlines
Mon 17/807:00
ORD
-
BWI
Nonstop2h 09m
United Airlines
Deal found 24/7£169
Wed 19/813:25
DCA
-
ORD
1 stop7h 02m
JetBlue
Mon 24/811:01
ORD
-
DCA
1 stop6h 00m
JetBlue
Deal found 20/7£170
Mon 17/814:25
DCA
-
ORD
1 stop6h 02m
JetBlue
Mon 24/811:01
ORD
-
DCA
1 stop6h 00m
JetBlue
Deal found 20/7£172
Wed 14/1006:30
DCA
-
ORD
1 stop6h 17m
JetBlue
Thu 15/1009:38
ORD
-
DCA
1 stop5h 27m
JetBlue
Deal found 22/7£173

Find flight deals from Washington, D.C. to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Washington, D.C. (WAS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 25 July 2026.

Round-trip from

£155

One-way from

£67

Popular in

June

Cheapest in

September

Average price

£253

Good one-way deal

£218 or less
Delta
  • Delta
  • 13/8-15/8
  • 2 total stops
  • 11h 46m total
  • Washington, D.C. to Chicago
Search Deals
United Airlines
  • United Airlines
  • 13/8
  • Nonstop
  • 2h 21m total
  • Washington, D.C. to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£32 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£6 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a one-way flight from Washington, D.C. (WAS) to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Washington, D.C. to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 25 July 2026.
Use the filters below to find and compare flights from Washington, D.C. to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Sat 19/9

06:10-10:37

1 stop5h 27m

Chicago O'Hare Intl

Mon 21/9

17:10-23:01

1 stop4h 51m

£155

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Sat 5/9

17:36-20:30

1 stop3h 54m

Chicago O'Hare Intl

Sat 12/9

07:05-11:45

1 stop3h 40m

£155

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 29/10

06:10-10:39

1 stop5h 29m

Chicago O'Hare Intl

Tue 3/11

06:45-13:04

1 stop5h 19m

£155

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 3/9

06:05-07:26

Nonstop2h 21m

Chicago O'Hare Intl

Sun 6/9

10:49-13:58

Nonstop2h 09m

£161

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 19/9

13:20-19:22

1 stop7h 02m

Chicago O'Hare Intl

Mon 21/9

09:38-19:20

1 stop8h 42m

£172

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sun 8/11

13:20-19:12

1 stop6h 52m

Chicago O'Hare Intl

Tue 10/11

14:15-20:43

1 stop5h 28m

£172

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Tue 8/9

17:10-20:56

1 stop4h 46m

Chicago O'Hare Intl

Thu 10/9

11:17-16:55

1 stop4h 38m

£179

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 11/9

06:10-12:25

1 stop7h 15m

Chicago O'Hare Intl

Fri 11/9

17:10-23:02

1 stop4h 52m

£182

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 19/8

08:30-09:45

Nonstop2h 15m

Chicago O'Hare Intl

Thu 20/8

10:00-13:04

Nonstop2h 04m

£184

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 18/8

22:27-23:40

Nonstop2h 13m

Chicago O'Hare Intl

Thu 20/8

21:39-00:44

Nonstop2h 05m

£184

Flights are sorted by cheapest return flights first.

Deals found on 24/7

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Washington, D.C. to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Washington, D.C. with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Washington, D.C. to Chicago?

Currently, October is the cheapest month in which you can book a flight from Washington, D.C. to Chicago (average of £202). Flying from Washington, D.C. to Chicago in June is currently the most expensive (average of £295). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WAS to CHI?

Find hourly flight availability from Washington, D.C. to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 25 July 2026.

It’s optimal to fly from Washington, D.C. to Chicago in the evening. By choosing this option you can save up to 54% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Washington, D.C. to Chicago

Explore weekly flight availability from Washington, D.C. to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 25 July 2026.

The most flights from WAS to CHI are scheduled on a Friday (103 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (62 on average).

How much does it cost for a return flight from Washington, D.C. to Chicago?

Airfare is below average for this route at the moment.
Washington, D.C. to Chicago flights typically cost between £174 and £281 in August.
The cheapest return price found within the last 5 days was £155 on Delta (13 Aug–15 Aug).

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

Booking 54 days in advance of your planned departure date is, on average, the best time to get cheap flights from Washington, D.C. to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Related info for your journey

Find useful and relevant information for your journey from Washington, D.C. to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Washington, D.C. to Chicago?

    Delta, United Airlines, and JetBlue can get you from Washington, D.C. to Chicago in just under 2h 21m. Your travel time can differ by up to 3h 56m. Washington, D.C. and Chicago are separated by a distance of 620 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the most popular routes from Washington, D.C. to Chicago?

    While some choose either Washington, D.C. Reagan-National - Chicago O'Hare Intl or Baltimore/Washington - Chicago O'Hare Intl, Washington, D.C. Dulles Intl - Chicago O'Hare Intl is the most popular route from Washington, D.C. to Chicago.

  • What are the most reliable airlines from Washington, D.C. to Chicago?

    No one likes to see their flight delayed. When booking a flight from Washington, D.C. to Chicago consider choosing Egyptair (92%), Air China (83%) or ANA (77%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Washington, D.C. to Chicago?

    Looking at all options, your cheapest flight can be booked for £96. While the most popular route (Washington, D.C. Dulles Intl - Chicago O'Hare Intl) can be booked for £173 on average, our data indicates £745 when flying from Washington, D.C. to Chicago.

  • Can I find deals for flights from Washington, D.C. to Chicago that include hotel bookings?

    Yes. In addition to deals on Washington, D.C. to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Washington, D.C. to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington, D.C. to Chicago.

  • Can I find deals for business class flights from Washington, D.C. to Chicago?

    Yes. Cheapflights offers flight deals from Washington, D.C. to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, October is the cheapest month in which you can book a flight from Washington, D.C. to Chicago (average of £202). Flying from Washington, D.C. to Chicago in June is currently the most expensive (average of £295). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Can Cheapflights find flights from Washington, D.C. to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Washington, D.C.? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Washington, D.C. to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Washington, D.C. today and book when prices fit your budget.

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