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Cheap flights from Washington, D.C. Reagan-National Airport to Chicago from $54

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 2/3. 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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Find the cheapest flights from Washington, D.C. Reagan-National Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Washington, D.C. Reagan-National Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Washington, D.C. Reagan-National Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Washington, D.C. Reagan-National Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Washington, D.C. Reagan-National Airport to Chicago

Find recent round-trip train or bus tickets from Washington, D.C. Reagan-National Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
7:00 am - 2:02 pmDCA-ORD
8h 02m1 stop
7:50 am - 9:59 pmORD-DCA
13h 09m1 stop
$108Frontier
Find Deal
Thu, Jan 30 - Mon, Feb 3
1:01 pm - 12:17 amDCA-MDW
12h 16m1 stop
7:15 am - 9:59 pmMDW-DCA
13h 44m1 stop
$108Frontier
Find Deal
Mon, Feb 3 - Thu, Feb 6
7:52 am - 9:05 amDCA-ORD
2h 13mnonstop
7:40 pm - 10:43 pmORD-DCA
2h 03mnonstop
$197United Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
8:45 pm - 10:04 pmDCA-ORD
2h 19mnonstop
1:20 pm - 4:14 pmORD-DCA
1h 54mnonstop
$198American Airlines
Find Deal
Sun, Jan 19 - Tue, Jan 21
11:50 am - 1:00 pmDCA-MDW
2h 10mnonstop
3:15 pm - 6:00 pmMDW-DCA
1h 45mnonstop
$198Southwest
Find Deal
Wed, Jan 8 - Mon, Jan 13
6:00 am - 7:24 amDCA-ORD
2h 24mnonstop
8:25 pm - 11:20 pmORD-DCA
1h 55mnonstop
$202American Airlines
Find Deal
Tue, Jan 7 - Sat, Jan 11
7:52 am - 9:10 amDCA-ORD
2h 18mnonstop
4:00 pm - 7:06 pmORD-DCA
2h 06mnonstop
$203United Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
6:10 am - 1:30 pmDCA-MDW
8h 20m1 stop
11:25 am - 2:10 pmMDW-DCA
1h 45mnonstop
$207Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
7:35 pm - 11:58 pmDCA-ORD
5h 23m1 stop
6:20 am - 2:00 pmORD-DCA
6h 40m1 stop
$216Delta
Find Deal
Sat, Dec 14 - Sun, Dec 15
6:00 am - 8:54 amDCA-MDW
3h 54m1 stop
6:28 pm - 11:23 pmMDW-DCA
3h 55m1 stop
$216Delta
Find Deal
Tue, Jan 14 - Wed, Jan 15
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
$54Frontier
Find Deal
Mon, Feb 3
7:00 am - 2:02 pmDCA-ORD
8h 02m1 stop
$55Frontier
Find Deal
Thu, Jan 30
8:45 pm - 10:05 pmDCA-ORD
2h 20mnonstop
$99American Airlines
Find Deal
Tue, Dec 24
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
$99Southwest
Find Deal
Tue, Dec 24
5:59 pm - 7:22 pmDCA-ORD
2h 23mnonstop
$100American Airlines
Find Deal
Tue, Feb 11
1:35 pm - 6:31 pmDCA-ORD
5h 56m1 stop
$108Delta
Find Deal
Wed, Dec 11
12:31 pm - 4:10 pmDCA-MDW
4h 39m1 stop
$108Delta
Find Deal
Wed, Dec 25
6:55 am - 8:05 amDCA-MDW
2h 10mnonstop
$109Southwest
Find Deal
Mon, Dec 30
5:00 pm - 6:18 pmDCA-ORD
2h 18mnonstop
$139United Airlines
Find Deal
Mon, Dec 23
5:00 pm - 6:13 pmDCA-ORD
2h 13mnonstop
$144United Airlines
Find Deal
Sat, Dec 14
1:00 pm - 8:42 pmDCA-MDW
8h 42m1 stop
7:00 am - 4:59 pmMDW-DCA
8h 59m1 stop
$368Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
1:00 pm - 11:18 pmDCA-ORD
11h 18m1 stop
6:00 am - 12:06 pmORD-DCA
29h 06m1 stop
$395Frontier
Find Deal
Mon, Nov 25 - Tue, Nov 26
5:00 pm - 11:38 amDCA-ORD
19h 38m2 stops
3:00 pm - 5:55 pmORD-DCA
1h 55mnonstop
$428United Airlines
Find Deal
Sat, Nov 23 - Sun, Nov 24
10:00 am - 11:00 amDCA-MDW
2h 00mnonstop
5:25 pm - 8:15 pmMDW-DCA
1h 50mnonstop
$505Southwest
Find Deal
Fri, Nov 22 - Sat, Dec 7
1:10 pm - 4:15 pmDCA-MDW
4h 05m1 stop
3:40 pm - 6:25 pmMDW-DCA
1h 45mnonstop
$514Southwest
Find Deal
Fri, Nov 22 - Sat, Dec 7
1:00 pm - 2:13 pmDCA-ORD
2h 13mnonstop
9:00 am - 11:54 amORD-DCA
1h 54mnonstop
$597United Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
5:35 pm - 8:25 pmDCA-ORD
3h 50m1 stop
12:45 pm - 6:32 pmORD-DCA
4h 47m1 stop
$598Delta
Find Deal
Tue, Nov 26 - Tue, Dec 3
3:04 pm - 5:55 pmDCA-ORD
3h 51m1 stop
12:15 pm - 5:59 pmORD-DCA
4h 44m1 stop
$616American Airlines
Find Deal
Tue, Nov 26 - Fri, Nov 29
5:00 pm - 9:36 pmDCA-ORD
5h 36m1 stop
5:30 pm - 11:49 pmORD-DCA
5h 19m1 stop
$638Delta
Find Deal
Fri, Nov 22 - Sat, Nov 30
5:59 pm - 7:17 pmDCA-ORD
2h 18mnonstop
6:01 am - 8:50 amORD-DCA
1h 49mnonstop
$674American Airlines
Find Deal
Tue, Nov 26 - Mon, Dec 2
8:30 am - 9:43 amDCA-ORD
2h 13mnonstop
7:30 am - 10:23 amORD-DCA
1h 53mnonstop
$197United Airlines
Find Deal
Wed, Dec 11 - Sun, Dec 15
8:45 pm - 10:04 pmDCA-ORD
2h 19mnonstop
1:20 pm - 4:14 pmORD-DCA
1h 54mnonstop
$198American Airlines
Find Deal
Sun, Jan 19 - Tue, Jan 21
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
7:50 am - 10:40 amMDW-DCA
1h 50mnonstop
$198Southwest
Find Deal
Tue, Dec 17 - Sat, Jan 11
9:29 am - 10:47 amDCA-ORD
2h 18mnonstop
7:17 pm - 10:15 pmORD-DCA
1h 58mnonstop
$199American Airlines
Find Deal
Tue, Jan 28 - Thu, Jan 30
9:00 pm - 10:19 pmDCA-ORD
2h 19mnonstop
8:14 am - 11:00 amORD-DCA
1h 46mnonstop
$201American Airlines
Find Deal
Sat, Feb 15 - Wed, Feb 19
6:00 am - 7:24 amDCA-ORD
2h 24mnonstop
8:25 pm - 11:20 pmORD-DCA
1h 55mnonstop
$202American Airlines
Find Deal
Tue, Jan 7 - Sat, Jan 11
7:00 pm - 8:14 pmDCA-ORD
2h 14mnonstop
6:30 am - 9:23 amORD-DCA
1h 53mnonstop
$207United Airlines
Find Deal
Tue, Dec 10 - Thu, Dec 12
4:05 pm - 5:10 pmDCA-MDW
2h 05mnonstop
11:25 am - 2:10 pmMDW-DCA
1h 45mnonstop
$208Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
6:00 pm - 7:18 pmDCA-ORD
2h 18mnonstop
7:25 am - 10:27 amORD-DCA
2h 02mnonstop
$213United Airlines
Find Deal
Sat, Dec 28 - Wed, Jan 1
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
6:40 am - 9:30 amMDW-DCA
1h 50mnonstop
$214Southwest
Find Deal
Tue, Dec 17 - Thu, Jan 2

JetBlue flights from Washington, D.C. Reagan-National Airport to Chicago

Our best JetBlue deals on Washington, D.C. Reagan-National Airport to Chicago flight tickets
JetBlue
Jan 10
DCA1:00 pmWashington, D.C. Reagan-National
5h 59m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 13
ORD9:05 amChicago O'Hare Intl
7h 56m
1 stop
DCA6:01 pmWashington, D.C. Reagan-National
JetBlue
Jan 11
DCA9:45 amWashington, D.C. Reagan-National
9h 14m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 19
ORD9:05 amChicago O'Hare Intl
8h 54m
1 stop
DCA6:59 pmWashington, D.C. Reagan-National
JetBlue
Dec 12
DCA7:55 amWashington, D.C. Reagan-National
8h 58m
1 stop
ORD3:53 pmChicago O'Hare Intl
Dec 14
ORD8:51 amChicago O'Hare Intl
6h 49m
1 stop
DCA4:40 pmWashington, D.C. Reagan-National

American Airlines flights from Washington, D.C. Reagan-National Airport to Chicago

Our best American Airlines deals on Washington, D.C. Reagan-National Airport to Chicago flight tickets
American Airlines
Jan 19
DCA8:45 pmWashington, D.C. Reagan-National
2h 19m
ORD10:04 pmChicago O'Hare Intl
Jan 21
ORD1:20 pmChicago O'Hare Intl
1h 54m
DCA4:14 pmWashington, D.C. Reagan-National
American Airlines
Jan 7
DCA6:00 amWashington, D.C. Reagan-National
2h 24m
ORD7:24 amChicago O'Hare Intl
Jan 11
ORD8:25 pmChicago O'Hare Intl
1h 55m
DCA11:20 pmWashington, D.C. Reagan-National
American Airlines
Dec 18
DCA6:59 amWashington, D.C. Reagan-National
2h 28m
ORD8:27 amChicago O'Hare Intl
Dec 21
ORD6:05 amChicago O'Hare Intl
1h 55m
DCA9:00 amWashington, D.C. Reagan-National

See travel insights to Chicago from

How to get the cheapest flight ticket from Washington, D.C. Reagan-National Airport 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 to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Washington, D.C. Reagan-National Airport, with most prices found around $208. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Washington, D.C. Reagan-National Airport to Chicago during January average around $229.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $248. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Washington, D.C. Reagan-National Airport to Chicago for around $304.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Washington, D.C. Reagan-National Airport to Chicago during this time can be as low as $257. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $302.

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

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

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Washington, D.C. Reagan-National Airport is 60 days out, which is when prices tend to be around $260. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $203.

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

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

You could potentially save up to 45% on your flight if you consider stops on a Washington, D.C. Reagan-National Airport to Chicago flight.

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

As of November 2024, prices for Washington, D.C. Reagan-National Airport to Chicago flights are approximately 17% cheaper when compared to flights at the same time last year.

When to book flights from Washington, D.C. Reagan-National Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. Reagan-National Airport to Chicago 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 (DCA to CHI) 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

Best Price Found

$54

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Washington, D.C. Reagan-National Airport in the past 72 hours is $54. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Chicago found on momondo in the last 72 hours is $108.
The fastest flight from Washington, D.C. Reagan-National Airport to Chicago takes 2h 00m
Direct flights go from Washington, D.C. Reagan-National Airport to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    There are 594.5 mi between Washington, D.C. Reagan-National and Chicago. Typically, this will take 2h 00m by plane in normal conditions.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Reagan-National Airport 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.

  • What is the most popular plane model from Washington, D.C. Reagan-National Airport to Chicago?

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


Best airlines flying from Washington, D.C. Reagan-National Airport to Chicago

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $101Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $175Free CancellationRating
8.0
8,755 reviews
Search Delta flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
  • Southwest Flights From Washington, D.C. Reagan-National Airport to Chicago

    Southwest flies from Washington, D.C. Reagan-National Airport to Chicago around 27 times per week, with 5,005 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Washington, D.C. Reagan-National Airport to Chicago in the last 72 hours was $157 (round-trip), much lower than the average airfare cost of $300 for Southwest flights on this route.

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

    United Airlines (7.4/10 from 9,172 reviews) operates around 61 flights from Washington, D.C. Reagan-National Airport to Chicago in any given week. The average United Airlines airfare for this route is around $343, with deals from around $186 rare but found on momondo. Referenced prices are for round-trip Washington, D.C. Reagan-National Airport to Chicago flight searches in the last 72 hours.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Washington, D.C. to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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 provides multiple filters to help you find the best flight to Chicago from Washington, D.C.. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago