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Cheap flights from Washington, D.C. to Chicago from $89

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 10/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:54 pm - 11:08 pmIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
26h 14m1 stop Orlando
Frontier Logo
9:10 pm - 10:07 amORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
11h 57m1 stop Orlando
$184Frontier
Fri, Sep 4 - Mon, Sep 7
Frontier Logo
8:39 pm - 7:53 amIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
12h 14m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:05 am - 7:44 pmORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
10h 39m1 stop Fort Lauderdale
$184Frontier
Sat, Sep 5 - Tue, Sep 8
United Airlines Logo
6:11 am - 7:30 amIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
2h 19mnonstop
United Airlines Logo
6:07 pm - 9:10 pmORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
2h 03mnonstop
$184United Airlines
Wed, Oct 28 - Fri, Oct 30
United Airlines Logo
6:11 am - 7:30 amIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
2h 19mnonstop
United Airlines Logo
1:15 pm - 4:18 pmORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
2h 03mnonstop
$184United Airlines
Wed, Oct 28 - Fri, Oct 30
American Airlines Logo
10:18 am - 11:41 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 23mnonstop
American Airlines Logo
5:56 pm - 8:59 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 03mnonstop
$184American Airlines
Fri, Oct 30 - Tue, Nov 3
American Airlines Logo
10:16 pm - 11:37 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 21mnonstop
American Airlines Logo
9:56 am - 12:57 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 01mnonstop
$184American Airlines
Sat, Sep 5 - Tue, Sep 8
United Airlines Logo
10:25 pm - 11:39 pmIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
2h 14mnonstop
United Airlines Logo
6:04 am - 8:58 amORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
1h 54mnonstop
$184United Airlines
Fri, Oct 30 - Tue, Nov 3
Frontier Logo
8:39 pm - 7:53 amIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
12h 14m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:55 am - 4:30 pmORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
6h 35m1 stop Detroit Metropolitan Wayne County
$185Frontier
Sun, Sep 6 - Fri, Sep 11
Multiple Airlines Logo
9:04 pm - 11:51 amIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
15h 47m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:11 am - 6:33 pmORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
10h 22m2 stops Fort Lauderdale Tampa
$194Multiple Airlines
Tue, Sep 15 - Sat, Sep 26
Delta Logo
11:10 am - 4:13 pmIAD  Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl
6h 03m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:10 pm - 11:14 pmORD  Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl
5h 04m1 stop Detroit Metropolitan Wayne County
$197Delta
Thu, Sep 10 - Tue, Sep 15

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Frontier flights from Washington, D.C. to Chicago O'Hare Intl Airport

Our best Frontier deals on Washington, D.C. to Chicago O'Hare Intl Airport flight tickets
Frontier
Sep 4
IAD9:54 pmWashington, D.C. Dulles Intl
26h 14m
1 stop
ORD11:08 pmChicago O'Hare Intl
Sep 7
ORD8:11 pmChicago O'Hare Intl
31h 50m
1 stop
IAD5:01 amWashington, D.C. Dulles Intl
$185
Frontier
Oct 8
BWI9:58 amBaltimore/Washington
2h 23m
ORD11:21 amChicago O'Hare Intl
Oct 11
ORD6:00 amChicago O'Hare Intl
2h 03m
BWI9:03 amBaltimore/Washington
$186
Frontier
Sep 12
DCA6:00 pmWashington, D.C. Reagan-National
7h 23m
1 stop
ORD12:23 amChicago O'Hare Intl
Sep 14
ORD6:30 amChicago O'Hare Intl
14h 29m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
$187

Delta flights from Washington, D.C. to Chicago O'Hare Intl Airport

Our best Delta deals on Washington, D.C. to Chicago O'Hare Intl Airport flight tickets
Delta
Sep 12
DCA9:40 amWashington, D.C. Reagan-National
4h 18m
1 stop
ORD12:58 pmChicago O'Hare Intl
Sep 12
ORD6:00 pmChicago O'Hare Intl
4h 02m
1 stop
DCA11:02 pmWashington, D.C. Reagan-National
$197
Delta
Sep 11
DCA5:05 pmWashington, D.C. Reagan-National
5h 32m
1 stop
ORD9:37 pmChicago O'Hare Intl
Sep 12
ORD2:30 pmChicago O'Hare Intl
5h 08m
1 stop
DCA8:38 pmWashington, D.C. Reagan-National
$204
Delta
Sep 10
IAD11:10 amWashington, D.C. Dulles Intl
6h 03m
1 stop
ORD4:13 pmChicago O'Hare Intl
Sep 11
ORD8:55 amChicago O'Hare Intl
6h 35m
1 stop
IAD4:30 pmWashington, D.C. Dulles Intl
$206

momondo Fare Finder

 
Customize your flight search to find flights from Washington, D.C. to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated August 17, 2026.
Use the filters below to find and compare flights from Washington, D.C. to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Fri 9/4

9:54 pm-11:08 pm

1 stop26h 14m

Chicago O'Hare Intl

Mon 9/7

9:10 pm-10:07 am

1 stop11h 57m

$184

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Sat 9/5

8:39 pm-7:53 am

1 stop12h 14m

Chicago O'Hare Intl

Tue 9/8

8:05 am-7:44 pm

1 stop10h 39m

$184

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Wed 10/28

6:11 am-7:30 am

Nonstop2h 19m

Chicago O'Hare Intl

Fri 10/30

6:07 pm-9:10 pm

Nonstop2h 03m

$184

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Wed 10/28

6:11 am-7:30 am

Nonstop2h 19m

Chicago O'Hare Intl

Fri 10/30

1:15 pm-4:18 pm

Nonstop2h 03m

$184

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Fri 10/30

10:18 am-11:41 am

Nonstop2h 23m

Chicago O'Hare Intl

Tue 11/3

5:56 pm-8:59 pm

Nonstop2h 03m

$184

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

10:16 pm-11:37 pm

Nonstop2h 21m

Chicago O'Hare Intl

Tue 9/8

9:56 am-12:57 pm

Nonstop2h 01m

$184
Quickest round-trip

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Fri 10/30

10:25 pm-11:39 pm

Nonstop2h 14m

Chicago O'Hare Intl

Tue 11/3

6:04 am-8:58 am

Nonstop1h 54m

$184

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Sun 9/6

8:39 pm-7:53 am

1 stop12h 14m

Chicago O'Hare Intl

Fri 9/11

8:55 am-4:30 pm

1 stop6h 35m

$185

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Tue 9/15

9:04 pm-11:51 am

1 stop15h 47m

Chicago O'Hare Intl

Sat 9/26

7:11 am-6:33 pm

2 stops10h 22m

$194

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Thu 9/10

11:10 am-4:13 pm

1 stop6h 03m

Chicago O'Hare Intl

Tue 9/15

5:10 pm-11:14 pm

1 stop5h 04m

$197

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Washington, D.C. to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Washington, D.C. and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $265 to $381.
The lowest price recently found on this route was $184.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Washington, D.C. averaging around $306.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $414. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Washington, D.C. because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $558.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Washington, D.C. in the evening is the least expensive time of day to depart. momondo users have found prices as low as $429 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $482. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Washington, D.C. to Chicago O'Hare Intl flight route?

Fly from Baltimore/Washington to Chicago O'Hare Intl for the best Washington, D.C. - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Washington, D.C. to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Washington, D.C. when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $402 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Washington, D.C. for as low as $284 on momondo.

What cabin class options are available on Washington, D.C. to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Washington, D.C. to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Washington, D.C. to Chicago O'Hare Intl Airport.

How have Washington, D.C. to Chicago O'Hare Intl Airport flight prices changed over time?

As of August 2026, prices for Washington, D.C. to Chicago O'Hare Intl Airport flights are approximately 61% cheaper when compared to flights at the same time last year.

When to book flights from Washington, D.C. to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Washington, D.C. to Chicago O'Hare Intl Airport (WAS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. to Chicago O'Hare Intl Airport

Best Price Found

$89

Fastest flight time

2h 03m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Washington, D.C. in the past 72 hours is $89. The best round-trip flight deal from Washington, D.C. to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $184.
The fastest flight from Washington, D.C. to Chicago O'Hare Intl Airport takes 2h 03m
Direct flights go from Washington, D.C. to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Washington, D.C. to Chicago O'Hare Intl Airport

  • How far is Washington, D.C. to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 608.8 mi away from Washington, D.C.. In terms of flight time, this usually takes a little over 2h 03m.

  • When did momondo last update prices for flights from Washington, D.C. to Chicago O'Hare Intl Airport?

    Prices for flights from Washington, D.C. to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Washington, D.C. to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Washington, D.C. to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Washington, D.C. to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Washington, D.C. to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Washington, D.C. to Chicago O'Hare Intl Airport?

Best airlines flying from Washington, D.C. to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Washington, D.C. to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $29Free CancellationRating
5.6
2,668 reviews
Search Frontier flights
SouthwestPriceFrom $134Free CancellationRating
8.0
4,219 reviews
Search Southwest flights
United AirlinesPriceFrom $166Free CancellationRating
7.4
10,103 reviews
Search United Airlines flights
American AirlinesPriceFrom $174Free CancellationRating
7.1
11,954 reviews
Search American Airlines flights

  • United Airlines Flights From Washington, D.C. to Chicago O'Hare Intl Airport

    Across 121 United Airlines flights from Washington, D.C. to Chicago O'Hare Intl Airport this week, the average price was $373, with the best United Airlines deals starting from $166 round-trip. 10,106 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Washington, D.C. to Chicago O'Hare Intl Airport

    Another popular option for Washington, D.C. to Chicago O'Hare Intl Airport flights is American Airlines (7.1/10, 11,943 ratings). American Airlines flies from Washington, D.C. to Chicago O'Hare Intl Airport around 61 times per week, with deals starting from $174 round-trip and rising to an average price of around $333.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Schaumburg
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Rockford
South Haven
Gurnee
Rosemont
Oak Brook
Orland Park
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
Evanston
South Holland

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?

All flight searches from Washington, D.C. to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Washington, D.C. and alert you when they change.

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