Find flights
Deals
When to book
FAQs

Cheap flights from Washington, D.C. to Chicago from £51

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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — CHI
17 out — 24 out1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Washington, D.C. to Chicago are usually found in September or August, booked 83 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap 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 17 setembro 2025.

Round-trip from

£90

One-way from

£51

Popular in

April

Cheapest in

September

Average price

£159

Good one-way deal

£58 or less
Spirit Airlines
  • Spirit Airlines
  • 30/10-6/11
  • 1 total stop
  • 7h 21m total
  • Washington, D.C. to Chicago
Search Deals
United Airlines
  • United Airlines
  • 15/10
  • Nonstop
  • 2h 15m total
  • Washington, D.C. to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (£11 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£2 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a one-way flight from Washington, D.C. (WAS) to Chicago (CHI).
Search Deals

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

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 17 setembro 2025.

qui 30/1006:18BWI - ORD
1 stop5h 23mMultiple Airlines
qui 6/1119:56ORD - BWI
Nonstop1h 58mMultiple Airlines
Deal found 15/9£90
qua 15/1006:29BWI - ORD
Nonstop2h 15mUnited Airlines
qua 22/1007:00ORD - BWI
Nonstop1h 55mUnited Airlines
Deal found 15/9£102
ter 30/908:12BWI - ORD
1 stop10h 27mFrontier
qui 30/1011:11ORD - BWI
Nonstop2h 03mFrontier
Deal found 15/9£103
qui 30/1016:15BWI - ORD
1 stop8h 24mFrontier
qui 6/1115:18ORD - BWI
1 stop8h 06mFrontier
Deal found 15/9£105
sáb 27/914:21BWI - ORD
1 stop10h 37mFrontier
sáb 25/1008:30ORD - BWI
1 stop8h 07mFrontier
Deal found 14/9£106
ter 14/1017:20BWI - ORD
Nonstop2h 15mUnited Airlines
ter 21/1007:00ORD - BWI
Nonstop1h 55mUnited Airlines
Deal found 16/9£109
sáb 25/1010:35BWI - ORD
Nonstop2h 15mSouthwest
seg 27/1013:50ORD - BWI
Nonstop2h 00mSouthwest
Deal found 15/9£116
sáb 4/1010:35BWI - ORD
Nonstop2h 15mSouthwest
ter 7/1013:50ORD - BWI
Nonstop2h 00mSouthwest
Deal found 13/9£117
ter 14/1006:29BWI - ORD
Nonstop2h 15mUnited Airlines
qua 15/1007:00ORD - BWI
Nonstop1h 55mUnited Airlines
Deal found 14/9£120
qui 30/1006:00IAD - ORD
1 stop5h 41mFrontier
qui 6/1105:01ORD - IAD
1 stop10h 33mFrontier
Deal found 15/9£122
ter 14/1019:05BWI - ORD
Nonstop2h 16mUnited Airlines
qui 16/1014:22ORD - BWI
Nonstop2h 04mUnited Airlines
Deal found 15/9£123
sáb 1/1106:15BWI - ORD
Nonstop2h 17mUnited Airlines
dom 2/1107:05ORD - BWI
Nonstop1h 54mUnited Airlines
Deal found 15/9£125

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 17 setembro 2025.
Use the filters below to find and compare flights from Washington, D.C. to Chicago that are best for you.

Fly from

Washington, D.C.

Fly to

Chicago

Route

Depart

Return

Price

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

qua 22/10

10:35-11:50

Nonstop2h 15m

Chicago O'Hare Intl

qua 22/10

13:50-16:50

Nonstop2h 00m

£102

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

qua 5/11

06:15-07:31

Nonstop2h 16m

Chicago O'Hare Intl

dom 9/11

07:05-09:59

Nonstop1h 54m

£116

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

sáb 25/10

10:35-11:50

Nonstop2h 15m

Chicago O'Hare Intl

seg 27/10

13:50-16:50

Nonstop2h 00m

£116

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

seg 10/11

06:15-07:31

Nonstop2h 16m

Chicago O'Hare Intl

qua 12/11

07:05-09:59

Nonstop1h 54m

£116

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

qua 15/10

06:29-07:44

Nonstop2h 15m

Chicago O'Hare Intl

sex 17/10

07:00-09:55

Nonstop1h 55m

£116

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

sáb 1/11

06:15-07:32

Nonstop2h 17m

Chicago O'Hare Intl

dom 2/11

07:05-09:59

Nonstop1h 54m

£125

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

qui 16/10

06:29-07:44

Nonstop2h 15m

Chicago O'Hare Intl

qui 23/10

07:00-09:55

Nonstop1h 55m

£130

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

qua 22/10

06:29-07:44

Nonstop2h 15m

Chicago O'Hare Intl

dom 26/10

07:05-09:59

Nonstop1h 54m

£131

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

sáb 8/11

06:15-07:32

Nonstop2h 17m

Chicago O'Hare Intl

dom 9/11

07:05-09:59

Nonstop1h 54m

£134

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

sáb 1/11

10:35-11:50

Nonstop2h 15m

Chicago O'Hare Intl

qua 5/11

06:05-13:35

1 stop6h 30m

£135

Flights are sorted by cheapest return flights first.

Deals found on 15/9

Showing 1-10 of 57 results
1
2
3
...
6

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

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

Use this chart to determine the optimal time to book a return flight from Washington, D.C. to Chicago. Price data was last updated on 12 September 2025.

Booking 83 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.

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

Currently, January is the cheapest month in which you can book a flight from Washington, D.C. to Chicago (average of £595). Flying from Washington, D.C. to Chicago in July is currently the most expensive (average of £843). 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 17 setembro 2025.

It’s optimal to fly from Washington, D.C. to Chicago in the afternoon. By choosing this option you can save up to 48% on the cost of your flight, compared to a flight at midday.

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 17 setembro 2025.

The most flights from WAS to CHI are scheduled on a Monday (84 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).

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?

    Southwest, United Airlines, and JetBlue can get you from Washington, D.C. to Chicago in just under 2h 15m. Your travel time can differ by up to 2h 42m. 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 is the cheapest airline to fly from Washington, D.C. to Chicago round-trip?

    Our cheapest airline available from Washington, D.C. to Chicago is Frontier. Our recent data shows that you can find tickets from as low as £156 on this airline. Frontier is 14% cheaper than the average price of flights available within the next 90 days to this destination.

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

    While some choose either Washington, D.C. Dulles Intl - Chicago O'Hare Intl or Washington, D.C. Reagan-National - Chicago O'Hare Intl, Baltimore/Washington - 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 (96%), Air China (94%) or ANA (79%) as they are the most reliable in getting you off to your destination on time.

  • 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, January is the cheapest month in which you can book a flight from Washington, D.C. to Chicago (average of £595). Flying from Washington, D.C. to Chicago in July is currently the most expensive (average of £843). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 17 setembro 2025.
Heathrow to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Chicago O'Hare Intl Airport to New York John F Kennedy Intl Airport flights
Chicago O'Hare Intl Airport to Orlando Airport flights
Chicago O'Hare Intl Airport to Atlanta flights
Chicago O'Hare Intl Airport to Las Vegas flights
Chicago O'Hare Intl Airport to Denver flights
Chicago O'Hare Intl Airport to Dallas/Fort Worth Airport flights
Chicago O'Hare Intl Airport to Miami flights
Chicago O'Hare Intl Airport to Minneapolis flights
Chicago O'Hare Intl Airport to Grand Rapids flights
Chicago O'Hare Intl Airport to San Francisco flights
Chicago O'Hare Intl Airport to St. Louis flights
Chicago O'Hare Intl Airport to Seattle flights
Chicago O'Hare Intl Airport to Los Angeles flights
Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport flights
Chicago O'Hare Intl Airport to Boston flights
Chicago O'Hare Intl Airport to Des Moines flights
Chicago O'Hare Intl Airport to Lisbon flights
Chicago O'Hare Intl Airport to New York John F Kennedy Intl Airport flights

Top airline flying from Washington, D.C. to Chicago

Discover the top airline that operate flights from Washington, D.C. to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 17 setembro 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest£156Average£156FlexibilityNo cancel feeOn-time62%
Search Frontier flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Washington, D.C. to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Washington, D.C. to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Washington, D.C. to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Washington, D.C. by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.