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Cheap flights from Washington, D.C. to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Washington, D.C. to Chicago departing on 6/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Easily compare round-trip flights from Washington, D.C. to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Washington, D.C. to Chicago by changing tabs
Spirit Airlines
May 13
BWI10:12 pmBaltimore/Washington
12h 43m
1 stop
ORD9:55 amChicago O'Hare Intl
May 14
ORD6:40 pmChicago O'Hare Intl
27h 36m
2 stops
BWI11:16 pmBaltimore/Washington
Multiple Airlines
May 11
BWI2:18 pmBaltimore/Washington
10h 11m
1 stop
ORD11:29 pmChicago O'Hare Intl
May 15
ORD6:00 amChicago O'Hare Intl
5h 02m
1 stop
BWI12:02 pmBaltimore/Washington
Frontier
May 10
BWI4:10 pmBaltimore/Washington
2h 03m
MDW5:13 pmChicago Midway
May 29
MDW3:36 pmChicago Midway
1h 50m
BWI6:26 pmBaltimore/Washington
American Airlines
May 29
BWI7:40 amBaltimore/Washington
2h 18m
ORD8:58 amChicago O'Hare Intl
May 31
ORD6:48 pmChicago O'Hare Intl
2h 00m
BWI9:48 pmBaltimore/Washington
United Airlines
Jun 11
IAD6:30 amWashington, D.C. Dulles Intl
2h 10m
ORD7:40 amChicago O'Hare Intl
Jun 18
ORD9:45 pmChicago O'Hare Intl
2h 02m
IAD12:47 amWashington, D.C. Dulles Intl
Sun Country Air
Jun 12
IAD11:16 amWashington, D.C. Dulles Intl
8h 50m
1 stop
ORD7:06 pmChicago O'Hare Intl
Jun 14
ORD8:05 pmChicago O'Hare Intl
15h 52m
1 stop
IAD12:57 pmWashington, D.C. Dulles Intl

Find the cheapest one-way flights from Washington, D.C. to Chicago

If you're looking for one-way flights from Washington, D.C. to Chicago, view some of our deals below provided by Frontier, Spirit Airlines and Sun Country Air
Frontier
Jun 3
BWI7:16 pmBaltimore/Washington
1h 59m
MDW8:15 pmChicago Midway
Spirit Airlines
May 7
BWI6:26 amBaltimore/Washington
15h 19m
1 stop
ORD8:45 pmChicago O'Hare Intl
Sun Country Air
May 30
IAD8:30 amWashington, D.C. Dulles Intl
12h 33m
1 stop
ORD8:03 pmChicago O'Hare Intl

Search last-minute flights to Chicago from Washington, D.C.

Find and compare round-trip flight prices for your last-minute flight from Washington, D.C. to Chicago
Frontier
May 6
BWI4:10 pmBaltimore/Washington
2h 03m
MDW5:13 pmChicago Midway
May 8
MDW12:28 pmChicago Midway
1h 48m
BWI3:16 pmBaltimore/Washington
Multiple Airlines
May 3
BWI12:29 pmBaltimore/Washington
13h 27m
1 stop
ORD12:56 amChicago O'Hare Intl
May 7
ORD6:41 pmChicago O'Hare Intl
13h 01m
1 stop
BWI8:42 amBaltimore/Washington
Spirit Airlines
May 3
BWI9:38 pmBaltimore/Washington
21h 08m
2 stops
ORD5:46 pmChicago O'Hare Intl
May 7
ORD8:59 pmChicago O'Hare Intl
10h 04m
1 stop
BWI8:03 amBaltimore/Washington
American Airlines
May 4
BWI7:56 amBaltimore/Washington
2h 18m
ORD9:14 amChicago O'Hare Intl
May 11
ORD6:48 pmChicago O'Hare Intl
2h 00m
BWI9:48 pmBaltimore/Washington
Frontier
May 6
BWI1:00 pmBaltimore/Washington
23h 38m
1 stop
MDW11:38 amChicago Midway
May 8
MDW12:28 pmChicago Midway
1h 48m
BWI3:16 pmBaltimore/Washington
Spirit Airlines
May 4
BWI1:49 pmBaltimore/Washington
7h 44m
1 stop
ORD8:33 pmChicago O'Hare Intl
May 7
ORD7:03 amChicago O'Hare Intl
24h 00m
2 stops
BWI8:03 amBaltimore/Washington

Best airlines flying from Washington, D.C. to Chicago

Compare and see reviews for airlines that fly from Washington, D.C. to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $61Free CancellationRating
6.3
4,132 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $70Free CancellationRating
6.4
8,746 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $153Free CancellationRating
7.3
14,889 reviews
Search American Airlines flights
United AirlinesPriceFrom $156Free CancellationRating
7.4
11,228 reviews
Search United Airlines flights
DeltaPriceFrom $175Free CancellationRating
8.0
10,966 reviews
Search Delta flights
  • Southwest Flights From Washington, D.C. to Chicago

    Southwest flies from Washington, D.C. to Chicago around 61 times per week, with 6,165 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Washington, D.C. to Chicago in the last 72 hours was $276 (round-trip), much lower than the average airfare cost of $361 for Southwest flights on this route.

  • United Airlines Flights From Washington, D.C. to Chicago

    The best United Airlines deal for Washington, D.C. to Chicago flight tickets found on momondo in the last 72 hours was $156, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $349 round-trip. United Airlines operates 73 flights out of Washington, D.C. into Chicago in an average week, so prices vary by time and availability. 11,228 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


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

Our best American Airlines deals on Washington, D.C. to Chicago flight tickets
American Airlines
May 29
BWI7:40 amBaltimore/Washington
2h 18m
ORD8:58 amChicago O'Hare Intl
May 31
ORD6:48 pmChicago O'Hare Intl
2h 00m
BWI9:48 pmBaltimore/Washington
American Airlines
Jul 23
DCA6:00 amWashington, D.C. Reagan-National
2h 10m
ORD7:10 amChicago O'Hare Intl
Jul 31
ORD4:45 pmChicago O'Hare Intl
1h 50m
DCA7:35 pmWashington, D.C. Reagan-National
American Airlines
May 13
BWI7:40 amBaltimore/Washington
2h 18m
ORD8:58 amChicago O'Hare Intl
May 29
ORD6:48 pmChicago O'Hare Intl
2h 00m
BWI9:48 pmBaltimore/Washington

Frontier flights from Washington, D.C. to Chicago

Our best Frontier deals on Washington, D.C. to Chicago flight tickets
Frontier
May 6
BWI4:10 pmBaltimore/Washington
2h 03m
MDW5:13 pmChicago Midway
May 8
MDW12:28 pmChicago Midway
1h 48m
BWI3:16 pmBaltimore/Washington
Frontier
May 10
BWI4:10 pmBaltimore/Washington
2h 03m
MDW5:13 pmChicago Midway
May 29
MDW3:36 pmChicago Midway
1h 50m
BWI6:26 pmBaltimore/Washington
Frontier
May 31
BWI7:16 pmBaltimore/Washington
1h 59m
MDW8:15 pmChicago Midway
Jun 29
MDW3:14 pmChicago Midway
1h 50m
BWI6:04 pmBaltimore/Washington

How to get the cheapest flight ticket from Washington, D.C. to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

January. The cheapest time of year to fly to Chicago from Washington, D.C. is January. Most expensive is June

What is the cheapest day to depart Washington, D.C. for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Friday

When is the cheapest time to fly from Washington, D.C. to Chicago?

In the evening. Washington, D.C. to Chicago flights are approximately 12% more expensive in the afternoon than in the evening

What is the cheapest airline that flies to Chicago from Washington, D.C.?

Spirit Airlines. American Airlines, Delta, and Frontier are the most popular carriers operating from Washington, D.C. to Chicago

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

Baltimore/Washington - Chicago Midway. Fly from Baltimore/Washington to Chicago Midway for the best Washington, D.C. - Chicago flight prices

How far in advance should you book Washington, D.C. to Chicago flights?

42 days before. The cheapest time to buy a flight from Washington, D.C. to Chicago is approximately 42 days to departure

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

As of April 2024, there are 63 flights per week flying from Washington, D.C. to Chicago. The most common time of day flights depart is 4:00PM, with 38% of flights taking off in the afternoon.

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

As of April 2024, 444 flights take off from Washington, D.C. and land in Chicago each week. The most common flight departure day for this route is Monday, with 17% of weekly flights taking off on this day.

What cabin class options are available on Washington, D.C. to Chicago flights?

There are 4 cabin classes available to choose from on Washington, D.C. to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Washington, D.C. to Chicago flights?

No. A direct flight is the cheapest option for a flight between Washington, D.C. to Chicago.

Cheap Washington, D.C. to Chicago (WAS to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. to Chicago

Best Price Found

$49

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Washington, D.C. in the past 72 hours is $49. The best round-trip flight deal from Washington, D.C. to Chicago found on momondo in the last 72 hours is $108.
The fastest flight from Washington, D.C. to Chicago takes 1h 55m
Direct flights go from Washington, D.C. to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from Washington, D.C. to Chicago?

    The quickest way is to book a flight from Washington, D.C. to Chicago, which can be as quick as 1h 55m onboard Southwest. You can also get a train from Washington, D.C. to Chicago, or a bus from Washington, D.C. to Chicago which can take you longer to arrive at your destination.

  • Is flying the cheapest way to get from Washington, D.C. to Chicago?

    The cheapest way is to get a flight from Washington, D.C. to Chicago, which can be as cheap as $108. A train from Washington, D.C. to Chicago is more expensive than a flight, with prices starting at $250. A bus from Washington, D.C. to Chicago is also an option, with an average price of $126.

  • How far is Washington, D.C. to Chicago by plane?

    The straight-line distance from Washington, D.C. to Chicago is 593.1 mi. 1h 55m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Washington, D.C. to Chicago?

    Prices for flights from Washington, D.C. to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Washington, D.C. to Chicago?

  • How old do you have to be to fly from Washington, D.C. to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Washington, D.C. to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Why use momondo?

Why should I use momondo to find a flight deal from Washington, D.C. to Chicago?

It is quick and easy to find Washington, D.C. to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Washington, D.C. to Chicago with flexible booking policies on momondo?

Flights from Washington, D.C. to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Washington, D.C. to Chicago?

Once you have performed a search for Washington, D.C. to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Washington, D.C. to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Washington, D.C. are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your stay in the United States

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