Cheap flights from Washington, D.C. (WAS) to Chicago (CHI) from $40

This is the cheapest one-way flight price, found on 9/20. Prices may vary by date and flight preferences.
WAS — CHI
9月 26 — 10月 31

The best prices from Washington, D.C. to Chicago are usually found in January or April, booked 60 days in advance, depart on a Wednesday or Saturday and return on a Saturday

How to find the cheapest flight from Washington, D.C. (WAS) to Chicago (CHI)

All the information you need to plan the best WAS to CHI flight in 2023: compare Washington, D.C. to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

January

Round-trip from

$207

One-way from

$58
High demand for flights, 16% potential price rise
Best time to find cheap flights, 12% potential price drop
From Washington, D.C. (WAS) to Chicago (CHI)
One-way flight from Washington, D.C. (WAS) to Chicago (CHI)

WAS - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

What is the cheapest day to fly round-trip from Washington, D.C. to Chicago?

Thursday flights are generally found to be more expensive for flights from Washington, D.C. to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

To save on the cost of your flight from Washington, D.C. to Chicago, book at least 60 days before your planned departure. Booking around this time can save you about 38% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $337 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $414.

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

January can be a great time to fly to Chicago from Washington, D.C. with a flight ticket averaging about $306. Cheapflights users have found deals in the month of January for as cheap as $152. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Washington, D.C. to Chicago (WAS - CHI)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 11% on flights from Washington, D.C. to Chicago by exploring options for tickets in the evening.

Cheap Spirit Airlines flights from Washington, D.C. to Chicago

Take a peek at the cheapest Spirit Airlines flights we've detected traveling from Washington, D.C. to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
  • If you’re traveling from Washington, D.C. to Chicago, one of the more common airlines traveling that route is Spirit Airlines. Washington, D.C. to Chicago flights are typically 19% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $351.49 RT. The cheapest Spirit Airlines flight found for this route was $200. When traveling from Washington, D.C. to Chicago on Spirit Airlines, the most popular airport to depart from is Washington, D.C. Dulles Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Washington, D.C. to Chicago, Spirit Airlines flights are 9% more popular than any other airline flying that same route.

Cheap American Airlines flights from Washington, D.C. to Chicago

Browse through some of the cheapest American Airlines flights traveling from Washington, D.C. to Chicago. Check back soon if you're not seeing flights that suit your needs.
  • If you’re traveling from Washington, D.C. to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $325.78 RT. This price is typically 58% more expensive than other airlines that offer Washington, D.C. to Chicago flights. When booking this route, the cheapest RT price found was $152. The most popular departure airport in Washington, D.C. when flying to Chicago is Washington, D.C. Dulles Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Washington, D.C. to Chicago, American Airlines flights are 6% more popular than any other airline flying that same route.

Cheap Washington, D.C. to Chicago flights in September & October 2023

The best prices found for WAS to CHI flights for September, October
These are some of the most attractive deals on flights from Washington, D.C. to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Washington, D.C. to Chicago 2023 flight deals

Cheap flights to Chicago from Washington, D.C. found for this year
These are some of the most attractive deals on flights from Washington, D.C. to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Non-stop flights to Chicago from Washington, D.C.

Save time with Washington, D.C. to Chicago direct flight deals
For a shorter flight, select one of these non-stop flights from Washington, D.C. to Chicago. Those looking to potentially save on 1 or 2-stop flights from Washington, D.C. to Chicago should utilize the search form at the the top of the page.

Washington, D.C. to Chicago flights leaving soon

Late deals on return flights to Chicago from Washington, D.C., departing today and this week
Book one of these great deals on flights from Washington, D.C. to Chicago. Tip: verify your flight details before completing your reservation.

One-way flights to Chicago from Washington, D.C.

The cheapest one-way flights from Washington, D.C. to Chicago
Take a look at some of the best available options we've come across on one-way flights from Washington, D.C. to Chicago. Those needing a return flight from Washington, D.C. to Chicago can use the search form above.

Find flights from Washington, D.C. to Chicago within your budget

Use the slider to find flights from Washington, D.C. to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$68 - $159

Route

Depart

Return

Price

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

週二 10/3

1 stop7h 59m

Chicago O'Hare Intl

週三 10/4

1 stop8h 57m

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

週二 10/10

1 stop12h 28m

Chicago O'Hare Intl

週二 10/17

1 stop6h 34m

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

週五 11/3

1 stop5h 53m

Chicago O'Hare Intl

週六 11/4

1 stop8h 53m

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

週三 10/4

1 stop7h 59m

Chicago O'Hare Intl

週二 10/10

1 stop8h 43m

Baltimore/WashingtonChicago Midway

BWI - MDW

BWIMDW

Baltimore/Washington

週三 10/25

1 stop7h 52m

Chicago Midway

週六 10/28

1 stop8h 19m

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

週二 10/24

1 stop16h 55m

Chicago O'Hare Intl

週三 11/1

1 stop10h 52m

Baltimore/WashingtonChicago Midway

BWI - MDW

BWIMDW

Baltimore/Washington

週三 10/4

1 stop9h 09m

Chicago Midway

週六 10/7

1 stop11h 36m

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

週三 10/25

1 stop10h 51m

Chicago O'Hare Intl

週四 11/2

1 stop8h 53m

Washington, D.C. Reagan-NationalChicago O'Hare Intl

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

週三 11/1

1 stop5h 26m

Chicago O'Hare Intl

週四 11/2

1 stop7h 23m

Flights are sorted by cheapest first

Deals found on 9/20

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Washington, D.C. to Chicago, such as Spirit Airlines, American Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Comfort

8.0

Food

7.2

Boarding

8.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Alaska Airlines
8.1
Very good
1,393 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Comfort

8.0

Food

7.2

Boarding

8.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Delta
7.9
Good
3,017 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Comfort

8.0

Food

7.2

Boarding

8.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Southwest
7.6
Good
1,519 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Comfort

8.0

Food

7.2

Boarding

8.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Allegiant Air
7.5
Good
103 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Comfort

8.0

Food

7.2

Boarding

8.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Sun Country Air
7.4
Good
94 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Comfort

8.0

Food

7.2

Boarding

8.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Related info for your journey

Useful info, stats and facts about Washington, D.C. to Chicago flights.

Can I find flights from Washington, D.C. to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Washington, D.C. to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $68, but on average you can expect to pay $84.

Are there nonstop flights from Washington, D.C. to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Washington, D.C. to Chicago under $300. A good price for a nonstop flight from Washington, D.C. to Chicago is less than $224.

Are there last-minute flights available from Washington, D.C. to Chicago for under $100?

There are currently 20+ open flights from Washington, D.C. to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from Washington, D.C. to Chicago?

Days when nonstop flights are available for this flight are: Sunday, Monday, Thursday, Friday, Saturday.

How many flights depart from Washington, D.C. to Chicago on average per day?

On average, you can expect to see 23 flights from Washington, D.C. to Chicago a day.
Early Morning (Midnight to 6am) - 17% of flight departures
Morning (6am - Noon) - 48% of flight departures
Evening (6pm - Midnight) - 35% of flight departures

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

Airlines like Spirit Airlines and Frontier fly from Washington, D.C. to Chicago in about 7h 52m. The time it takes to get you to your destination can typically vary by up to 07m. The distance from Washington, D.C. to Chicago is about 590 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Washington, D.C. to Chicago round-trip?

Cheapflights users have booked flights from Washington, D.C. to Chicago round-trip from $68. Another airline that can offer you cheap pricing is Frontier. Spirit Airlines is 77% 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?

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

The top 3 most reliable airlines when flying from Washington, D.C. to Chicago are Ethiopian Air (78%), Egypt Air (78%) and ANA (74%).

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

Looking at all options, your cheapest flight can be booked for $77. While the most popular route (Washington, D.C. Reagan-National - Chicago O'Hare Intl) can be booked for $159 on average our data indicates $664 when flying from Washington, D.C. to Chicago.

What does IAD to ORD mean?

This is defined as Washington, D.C. Dulles Intl Airport (IAD) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Top 5 airlines flying from Washington, D.C. to Chicago

The chart below displays the airlines Cheapflights users traveling from Washington, D.C. to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$88Average$155FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest$105Average$356FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
FrontierCheapest$140Average$217FlexibilityNo cancel feeOn-time62%
Search Frontier flights
United AirlinesCheapest$152Average$326FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$236Average$437FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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

See what time of day planes typically take off from Washington, D.C. to Chicago
10%of flight departuresEarly morningMidnight to 6 am
46%of flight departuresMorning6 am to noon
36%of flight departuresAfternoonNoon to 6 pm
8%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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

See how many times per day planes take to the skies headed from Washington, D.C. to Chicago
Sunday45daily flights
Monday76daily flights
Tuesday70daily flights
Wednesday69daily flights
Thursday67daily flights
Friday72daily flights
Saturday45daily flights
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