WAS - CHI

$80 Find Cheap American Airlines Flights from Washington, D.C. to Chicago

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Flights Deals

Cheap American Airlines Flight Deals from Washington, D.C. to Chicago

 
Here are some of the best deals found on KAYAK recently from American Airlines for round-trip flights from Washington, D.C. to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip American Airlines flight deals from Washington, D.C. to Chicago

KAYAK's recommended round-trip American Airlines deals departing in the coming months from Washington, D.C. to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
7:26 am - 8:43 amBWI-ORD
2h 17mnonstop
American Airlines Logo
7:01 am - 9:59 amORD-BWI
1h 58mnonstop
$159American Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 4
American Airlines Logo
10:09 pm - 11:24 pmDCA-ORD
2h 15mnonstop
American Airlines Logo
8:45 pm - 11:57 pmORD-DCA
2h 12mnonstop
$161American Airlines
Find Deal
Wed, Jul 2 - Sat, Jul 5
American Airlines Logo
2:54 pm - 4:13 pmDCA-ORD
2h 19mnonstop
American Airlines Logo
8:17 pm - 11:18 pmORD-DCA
2h 01mnonstop
$162American Airlines
Find Deal
Sat, May 24 - Sun, May 25
American Airlines Logo
2:54 pm - 4:13 pmDCA-ORD
2h 19mnonstop
American Airlines Logo
1:29 pm - 4:29 pmORD-DCA
2h 00mnonstop
$170American Airlines
Find Deal
Sat, May 24 - Sat, May 31
American Airlines Logo
5:24 pm - 6:40 pmBWI-ORD
2h 16mnonstop
American Airlines Logo
8:20 am - 11:16 amORD-BWI
1h 56mnonstop
$177American Airlines
Find Deal
Sat, Jun 7 - Tue, Jun 10
American Airlines Logo
2:54 pm - 4:13 pmDCA-ORD
2h 19mnonstop
American Airlines Logo
1:29 pm - 4:29 pmORD-DCA
2h 00mnonstop
$179American Airlines
Find Deal
Wed, May 28 - Fri, May 30
American Airlines Logo
7:26 am - 8:43 amBWI-ORD
2h 17mnonstop
American Airlines Logo
2:50 pm - 5:47 pmORD-BWI
1h 57mnonstop
$179American Airlines
Find Deal
Wed, May 21 - Sat, May 24
American Airlines Logo
7:26 am - 8:43 amBWI-ORD
2h 17mnonstop
American Airlines Logo
7:04 pm - 10:05 pmORD-BWI
2h 01mnonstop
$188American Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
American Airlines Logo
7:26 am - 8:43 amBWI-ORD
2h 17mnonstop
American Airlines Logo
6:35 pm - 11:53 pmORD-BWI
4h 18m1 stop
$189American Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
American Airlines Logo
7:26 am - 8:43 amBWI-ORD
2h 17mnonstop
American Airlines Logo
6:35 pm - 11:53 pmORD-BWI
4h 18m1 stop
$190American Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
Useful Info

Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$80
Average price round-trip$279
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Baltimore to Chicago O'Hare Airport
(price for this month)

When to Book Flights with American Airlines from Washington, D.C. to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with American Airlines

  • How far in advance should I book tickets for a flight with American Airlines from Washington, D.C. to Chicago?

    Generally, when trying to get a below average price for your ticket, try to book around 15 days before departure. For the cheapest possible price, our data suggests booking 38 days before departure.

  • Is American Airlines the cheapest airline to fly with from Washington, D.C. to Chicago?

    With an average price of $353 return, American Airlines is not the cheapest airline to fly from Washington, D.C. to Chicago with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $188 on average.

  • What is the cheapest American Airlines flight from Washington, D.C. to Chicago?

    In the last 3 days, the lowest price for a flight with American Airlines from Washington, D.C. to Chicago was $127 for a return flight and $49 for a one-way flight.

  • Does American Airlines fly direct to Chicago from Washington, D.C.?

    Yes, American Airlines does offer direct flights for the route, with around 19 flights per week.

  • What’s the cheapest day of the week to fly from Washington, D.C. to Chicago with American Airlines?

    On average, the cheapest day of the week to fly from Washington, D.C. to Chicago with American Airlines is Monday, when prices are around $59. The most expensive day is generally Thursday, where the average price is around $88.

  • What’s the cheapest month to fly from Washington, D.C. to Chicago with American Airlines?

    The cheapest month for American Airlines flights to Chicago from Washington, D.C. is generally September, where plane tickets cost $111 on average. If possible, try to avoid the most expensive months of March and April, where tickets cost $178 and $226 respectively.

American Airlines Customer Reviews

7.2
GoodBased on 10,000 verified guest reviews
7.5Boarding
6.9Entertainment
7.2Comfort
6.5Food
8.0Crew

Pros +
Cons -

Show reviews that mention
Traveler rating:
Sort by:
M
10.0 Wonderful
CMH-ORD
Quick boarding, early departure, on time gate arrival
J
8.0 Very good
IAH-LHR
First time flying BA. Will fly again.
V
2.0 Poor
HND-JFK
Paid $35 and not able to access the internet at all.
V
10.0 Wonderful
LHR-SFO
Flight was as expected.
V
8.0 Very good
FCO-LHR
Crew was great and responsive. Entertainment quit working with about 4 hours remaining on the flight. My seat cushion was broken.
D
10.0 Wonderful
CLT-MIA
Would like free wifi
D
4.0 Mediocre
SAV-DFW
Several delays. Next flight was worse. Did not arrive home until 2am PT
C
8.0 Very good
LAX-LAS
Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.
S
4.0 Mediocre
LHR-HAM
No so good not so bad
S
10.0 Wonderful
YYZ-LHR
Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

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

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

Flights from the other most popular airlines that fly from Washington, D.C. to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

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