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Cheap flights from Washington, D.C. Reagan-National Airport 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. Reagan-National Airport to Chicago departing on 9/19. 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. Reagan-National Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:00 am - 1:36 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
7h 36m1 stop Denver Intl
Frontier Logo
2:41 pm - 9:59 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
30h 18m1 stop Denver Intl
$188Frontier
Mon, Aug 31 - Tue, Sep 1
Frontier Logo
6:00 pm - 1:36 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
20h 36m1 stop Denver Intl
Frontier Logo
6:30 am - 4:59 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
9h 29m1 stop Denver Intl
$190Frontier
Sat, Sep 5 - Sat, Sep 19
Frontier Logo
1:00 pm - 12:23 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
12h 23m1 stop Denver Intl
Frontier Logo
6:30 am - 12:11 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
28h 41m1 stop Denver Intl
$195Frontier
Wed, Sep 16 - Wed, Sep 23
Delta Logo
6:30 pm - 11:57 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
6h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:40 am - 12:45 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
5h 05m1 stop Atlanta Hartsfield-Jackson
$197Delta
Sat, Sep 5 - Sun, Sep 6
Delta Logo
6:30 pm - 11:57 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
6h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:40 am - 12:45 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
5h 05m1 stop Atlanta Hartsfield-Jackson
$197Delta
Sat, Sep 5 - Sun, Sep 6
Delta Logo
5:00 pm - 9:52 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
5h 52m1 stop New York John F Kennedy Intl
Delta Logo
5:10 pm - 11:02 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
4h 52m1 stop Detroit Metropolitan Wayne County
$197Delta
Sat, Sep 5 - Fri, Sep 11
United Airlines Logo
2:00 pm - 3:16 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 16mnonstop
United Airlines Logo
7:00 am - 9:59 amORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
1h 59mnonstop
$216United Airlines
Thu, Sep 3 - Sun, Sep 6
United Airlines Logo
2:00 pm - 3:16 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 16mnonstop
United Airlines Logo
7:00 am - 9:59 amORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
1h 59mnonstop
$216United Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
9:07 am - 10:30 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 23mnonstop
American Airlines Logo
6:00 am - 9:16 amORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 16mnonstop
$216American Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
2:52 pm - 4:15 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 23mnonstop
American Airlines Logo
8:57 pm - 11:59 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 02mnonstop
$216American Airlines
Fri, Oct 30 - Tue, Nov 3

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

Our best Frontier deals on Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight tickets
Frontier
Aug 31
DCA7:00 amWashington, D.C. Reagan-National
7h 36m
1 stop
ORD1:36 pmChicago O'Hare Intl
Sep 1
ORD2:41 pmChicago O'Hare Intl
30h 18m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
$188
Frontier
Sep 5
DCA6:00 pmWashington, D.C. Reagan-National
20h 36m
1 stop
ORD1:36 pmChicago O'Hare Intl
Sep 19
ORD6:30 amChicago O'Hare Intl
9h 29m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National
$190
Frontier
Sep 10
DCA1:06 pmWashington, D.C. Reagan-National
12h 17m
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
$195

American Airlines flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

Our best American Airlines deals on Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight tickets
American Airlines
Sep 11
DCA10:17 amWashington, D.C. Reagan-National
2h 24m
ORD11:41 amChicago O'Hare Intl
Sep 14
ORD6:00 amChicago O'Hare Intl
2h 20m
DCA9:20 amWashington, D.C. Reagan-National
$217
American Airlines
Sep 11
DCA7:42 amWashington, D.C. Reagan-National
2h 28m
ORD9:10 amChicago O'Hare Intl
Sep 15
ORD8:55 pmChicago O'Hare Intl
2h 04m
DCA11:59 pmWashington, D.C. Reagan-National
$219
American Airlines
Sep 2
DCA5:00 amWashington, D.C. Reagan-National
5h 00m
1 stop
ORD9:00 amChicago O'Hare Intl
Sep 5
ORD6:59 amChicago O'Hare Intl
1h 57m
DCA9:56 amWashington, D.C. Reagan-National
$226

momondo Fare Finder

 
Customize your flight search to find flights from Washington, D.C. Reagan-National Airport 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 7, 2026.
Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport 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

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

DCAORD

Washington, D.C. Reagan-National

Mon 8/31

7:00 am-1:36 pm

1 stop7h 36m

Chicago O'Hare Intl

Tue 9/1

2:41 pm-9:59 pm

1 stop30h 18m

$188

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

6:00 pm-1:36 pm

1 stop20h 36m

Chicago O'Hare Intl

Sat 9/19

6:30 am-4:59 pm

1 stop9h 29m

$190

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Wed 9/16

1:00 pm-12:23 am

1 stop12h 23m

Chicago O'Hare Intl

Wed 9/23

6:30 am-12:11 pm

1 stop28h 41m

$195

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

6:30 pm-11:57 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 9/6

6:40 am-12:45 pm

1 stop5h 05m

$197

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

6:30 pm-11:57 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 9/6

6:40 am-12:45 pm

1 stop5h 05m

$197

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

5:00 pm-9:52 pm

1 stop5h 52m

Chicago O'Hare Intl

Fri 9/11

5:10 pm-11:02 pm

1 stop4h 52m

$197
Quickest round-trip

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

2:00 pm-3:16 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sun 9/6

7:00 am-9:59 am

Nonstop1h 59m

$216

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

2:00 pm-3:16 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sun 9/6

7:00 am-9:59 am

Nonstop1h 59m

$216

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

9:07 am-10:30 am

Nonstop2h 23m

Chicago O'Hare Intl

Sun 9/6

6:00 am-9:16 am

Nonstop2h 16m

$216

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Fri 10/30

2:52 pm-4:15 pm

Nonstop2h 23m

Chicago O'Hare Intl

Tue 11/3

8:57 pm-11:59 pm

Nonstop2h 02m

$216

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Washington, D.C. Reagan-National Airport 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. Reagan-National Airport and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $245 to $398.
The lowest price recently found on this route was $188.

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

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Washington, D.C. Reagan-National Airport averaging around $320.

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 Saturday when prices can be found for as low as $410. 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. Reagan-National Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $562.

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. Reagan-National Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $426 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $480. 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. Reagan-National to Chicago O'Hare Intl flight route?

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

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Washington, D.C. Reagan-National Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $356 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. Reagan-National Airport for as low as $277 on momondo.

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

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

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

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

As of August 2026, prices for Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flights are approximately 11% cheaper when compared to flights at the same time last year.

When to book flights from Washington, D.C. Reagan-National Airport 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. Reagan-National Airport 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. Reagan-National Airport to Chicago O'Hare Intl Airport (DCA to ORD) flight deals and tips

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

Best Price Found

$224

Fastest flight time

2h 03m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Washington, D.C. Reagan-National Airport in the past 72 hours is $224. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $335.
The fastest flight from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport takes 2h 03m
Direct flights go from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

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

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

    A flight from Washington, D.C. Reagan-National to Chicago O'Hare Intl will travel around 610.2 mi. Flights usually cover this in 2h 03m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport refresh daily.

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

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

    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. Reagan-National Airport 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. Reagan-National Airport to Chicago O'Hare Intl Airport?

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

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

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $29Free CancellationRating
5.6
2,723 reviews
Search Frontier flights
American AirlinesPriceFrom $197Free CancellationRating
7.1
11,873 reviews
Search American Airlines flights
United AirlinesPriceFrom $226Free CancellationRating
7.4
10,080 reviews
Search United Airlines flights

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

    United Airlines operates around 49 flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $387, but momondo users have found United Airlines deals from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport from as low as $226 round-trip. United Airlines has been scored 7.4/10 in 10,080 reviews.

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

    The best American Airlines deal for Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $197, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $351 round-trip. American Airlines operates 53 flights out of Washington, D.C. Reagan-National Airport into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 11,873 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

Traveling to a place near Chicago?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Washington, D.C. to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Washington, D.C. which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Washington, D.C. to Chicago.

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

Yes. momondo can track prices for Washington, D.C. to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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