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Cheap flights from Washington, D.C. to Chicago from $34

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 9/12. 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
Frontier
Sep 4
BWI5:04 pmBaltimore/Washington
1h 56m
MDW6:00 pmChicago Midway
Sep 12
MDW12:52 pmChicago Midway
1h 47m
BWI3:39 pmBaltimore/Washington
United Airlines
Sep 4
DCA3:15 pmWashington, D.C. Reagan-National
2h 10m
ORD4:25 pmChicago O'Hare Intl
Sep 7
ORD7:45 amChicago O'Hare Intl
1h 52m
DCA10:37 amWashington, D.C. Reagan-National
Southwest
Sep 4
DCA9:35 amWashington, D.C. Reagan-National
1h 55m
MDW10:30 amChicago Midway
Sep 7
MDW4:35 pmChicago Midway
1h 50m
DCA7:25 pmWashington, D.C. Reagan-National
American Airlines
Sep 4
BWI6:02 amBaltimore/Washington
2h 17m
ORD7:19 amChicago O'Hare Intl
Sep 9
ORD7:30 pmChicago O'Hare Intl
1h 52m
BWI10:22 pmBaltimore/Washington
Multiple Airlines
Sep 5
BWI9:20 amBaltimore/Washington
8h 33m
1 stop
ORD4:53 pmChicago O'Hare Intl
Sep 9
ORD3:28 pmChicago O'Hare Intl
7h 27m
1 stop
BWI11:55 pmBaltimore/Washington
Spirit Airlines
Oct 23
BWI10:16 pmBaltimore/Washington
16h 11m
1 stop
ORD1:27 pmChicago O'Hare Intl
Oct 28
ORD2:17 pmChicago O'Hare Intl
18h 30m
1 stop
BWI9:47 amBaltimore/Washington

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, Southwest and Spirit Airlines
Frontier
Sep 12
BWI4:29 pmBaltimore/Washington
1h 56m
MDW5:25 pmChicago Midway
Spirit Airlines
Nov 6
BWI10:16 pmBaltimore/Washington
10h 06m
1 stop
ORD7:22 amChicago O'Hare Intl
United Airlines
Sep 5
DCA1:30 pmWashington, D.C. Reagan-National
2h 10m
ORD2:40 pmChicago O'Hare Intl

Find the cheapest direct flights from Washington, D.C. to Chicago

Frontier
Sep 4
BWI5:04 pmBaltimore/Washington
1h 56m
MDW6:00 pmChicago Midway
Sep 12
MDW12:52 pmChicago Midway
1h 47m
BWI3:39 pmBaltimore/Washington
United Airlines
Sep 4
DCA3:15 pmWashington, D.C. Reagan-National
2h 10m
ORD4:25 pmChicago O'Hare Intl
Sep 7
ORD7:45 amChicago O'Hare Intl
1h 52m
DCA10:37 amWashington, D.C. Reagan-National
American Airlines
Nov 1
BWI6:00 amBaltimore/Washington
2h 15m
ORD7:15 amChicago O'Hare Intl
Nov 2
ORD8:12 amChicago O'Hare Intl
1h 54m
BWI11:06 amBaltimore/Washington
Southwest
Oct 31
BWI6:45 amBaltimore/Washington
2h 05m
MDW7:50 amChicago Midway
Nov 3
MDW5:30 amChicago Midway
1h 55m
BWI8:25 amBaltimore/Washington
Frontier
Sep 5
BWI4:29 pmBaltimore/Washington
1h 56m
MDW5:25 pmChicago Midway
Sep 9
MDW1:19 pmChicago Midway
1h 47m
BWI4:06 pmBaltimore/Washington
Frontier
Sep 5
BWI4:29 pmBaltimore/Washington
1h 56m
MDW5:25 pmChicago Midway
Sep 9
MDW1:19 pmChicago Midway
1h 47m
BWI4:06 pmBaltimore/Washington

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
Aug 28
BWI5:04 pmBaltimore/Washington
1h 56m
MDW6:00 pmChicago Midway
Sep 4
MDW1:25 pmChicago Midway
1h 49m
BWI4:14 pmBaltimore/Washington
Multiple Airlines
Aug 27
BWI8:54 pmBaltimore/Washington
13h 56m
1 stop
ORD9:50 amChicago O'Hare Intl
Aug 29
ORD6:45 amChicago O'Hare Intl
5h 54m
1 stop
BWI1:39 pmBaltimore/Washington
American Airlines
Aug 29
DCA7:07 amWashington, D.C. Reagan-National
2h 18m
ORD8:25 amChicago O'Hare Intl
Sep 4
ORD6:49 pmChicago O'Hare Intl
2h 11m
DCA10:00 pmWashington, D.C. Reagan-National
United Airlines
Aug 26
IAD10:10 pmWashington, D.C. Dulles Intl
2h 04m
ORD11:14 pmChicago O'Hare Intl
Sep 1
ORD9:15 pmChicago O'Hare Intl
2h 00m
IAD12:15 amWashington, D.C. Dulles Intl
Spirit Airlines
Aug 28
BWI7:19 pmBaltimore/Washington
13h 21m
1 stop
ORD7:40 amChicago O'Hare Intl
Sep 16
ORD7:40 amChicago O'Hare Intl
23h 21m
2 stops
BWI8:01 amBaltimore/Washington
Southwest
Aug 25
DCA6:40 amWashington, D.C. Reagan-National
1h 55m
MDW7:35 amChicago Midway
Sep 1
MDW7:15 pmChicago Midway
1h 50m
DCA10:05 pmWashington, D.C. Reagan-National

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

Our best United Airlines deals on Washington, D.C. to Chicago flight tickets
United Airlines
Sep 4
DCA3:15 pmWashington, D.C. Reagan-National
2h 10m
ORD4:25 pmChicago O'Hare Intl
Sep 7
ORD7:45 amChicago O'Hare Intl
1h 52m
DCA10:37 amWashington, D.C. Reagan-National
United Airlines
Sep 18
BWI6:37 amBaltimore/Washington
2h 11m
ORD7:48 amChicago O'Hare Intl
Sep 25
ORD7:00 amChicago O'Hare Intl
1h 57m
BWI9:57 amBaltimore/Washington
United Airlines
Sep 4
IAD6:30 amWashington, D.C. Dulles Intl
2h 06m
ORD7:36 amChicago O'Hare Intl
Sep 9
ORD9:15 pmChicago O'Hare Intl
2h 00m
IAD12:15 amWashington, D.C. Dulles Intl

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

Our best American Airlines deals on Washington, D.C. to Chicago flight tickets
American Airlines
Sep 4
BWI6:02 amBaltimore/Washington
2h 17m
ORD7:19 amChicago O'Hare Intl
Sep 9
ORD7:30 pmChicago O'Hare Intl
1h 52m
BWI10:22 pmBaltimore/Washington
American Airlines
Sep 5
BWI6:02 amBaltimore/Washington
2h 15m
ORD7:17 amChicago O'Hare Intl
Sep 9
ORD7:30 pmChicago O'Hare Intl
1h 52m
BWI10:22 pmBaltimore/Washington
American Airlines
Sep 19
BWI6:02 amBaltimore/Washington
2h 15m
ORD7:17 amChicago O'Hare Intl
Sep 21
ORD5:35 pmChicago O'Hare Intl
1h 46m
BWI8:21 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?

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

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

Monday. The cheapest day of the week is typically Monday. The most expensive is typically Sunday

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

In the evening. Washington, D.C. to Chicago flights are approximately 11% more expensive at noon than in the evening

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

Spirit Airlines. Spirit Airlines, Frontier, and Southwest 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?

60 days before. The cheapest time to buy a flight from Washington, D.C. to Chicago is approximately 60 days to departure

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

As of August 2024, there are 63 flights per week flying from Washington, D.C. to Chicago. The most common time of day flights depart is 6:00AM, with 43% of flights taking off at noon.

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

As of August 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.

How have Washington, D.C. to Chicago flight prices changed over time?

As of August 2024, prices for Washington, D.C. to Chicago flights are approximately 46% cheaper when compared to flights at the same time last year.

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

$34

Fastest flight time

1h 55m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Washington, D.C. in the past 72 hours is $34. The best round-trip flight deal from Washington, D.C. to Chicago found on momondo in the last 72 hours is $63.
The fastest flight from Washington, D.C. to Chicago takes 1h 55m
Direct flights go from Washington, D.C. to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: Southwest and Frontier.
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 $63. A train from Washington, D.C. to Chicago is more expensive than a flight, with prices starting at $253. A bus from Washington, D.C. to Chicago is also an option, with an average price of $127.

  • 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.


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 $57Free CancellationRating
6.2
3,784 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,323 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $138Free CancellationRating
7.3
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $141Free CancellationRating
8.1
5,467 reviews
Search Southwest flights
United AirlinesPriceFrom $153Free CancellationRating
7.4
9,817 reviews
Search United Airlines flights
DeltaPriceFrom $175Free CancellationRating
8.0
9,384 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 5,467 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Washington, D.C. to Chicago in the last 72 hours was $141 (round-trip), much lower than the average airfare cost of $283 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 $153, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $323 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. 9,817 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


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.


Choose the best way to get from Washington, D.C. to Chicago

Buses

17h 55m
$66 one-way$127 round-trip
Nonstop · from $1271 stop · from $73

Distance to downtown

ZUN0.7 mi

Trains

17h 40m
$95 one-way$253 round-trip
Nonstop · from $253

Distance to downtown

ZUN0.7 mi

Flights

1h 55m
$34 one-way$63 round-trip
Nonstop · from $631 stop · from $83

Distance to downtown

MDW8.6 mi

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Airports listed have a maximum distance of 78.5 mi from Chicago