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DCA - CHI

Find cheap flights from Reagan Washington National Airport to Chicago from $80

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Reagan-National to Chicago departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 5/28
Tue 6/4

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

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Cheap flight deals from Reagan-National to Chicago (DCA-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Reagan-National 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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:00 pm - 9:13 pmDCA-ORD
2h 13mnonstop
4:00 pm - 7:00 pmORD-DCA
2h 00mnonstop
$159United Airlines
Find Deal
Tue, Jul 2 - Tue, Jul 9
6:00 am - 7:15 amDCA-ORD
2h 15mnonstop
6:40 am - 9:29 amORD-DCA
1h 49mnonstop
$174American Airlines
Find Deal
Tue, May 28 - Sat, Aug 10
6:00 am - 7:15 amDCA-ORD
2h 15mnonstop
6:38 am - 9:25 amORD-DCA
1h 47mnonstop
$175American Airlines
Find Deal
Wed, May 29 - Sat, Jun 1
6:05 am - 9:21 amDCA-ORD
4h 16m1 stop
1:25 pm - 7:39 pmORD-DCA
5h 14m1 stop
$178Delta
Find Deal
Wed, Jun 12 - Wed, Jun 19
6:05 am - 8:48 amDCA-MDW
3h 43m1 stop
5:45 pm - 11:09 pmMDW-DCA
4h 24m1 stop
$178Delta
Find Deal
Tue, Jun 11 - Wed, Jun 12
8:05 pm - 9:18 pmDCA-ORD
2h 13mnonstop
6:30 am - 9:22 amORD-DCA
1h 52mnonstop
$184United Airlines
Find Deal
Tue, Jun 11 - Thu, Jun 13
6:00 am - 7:10 amDCA-ORD
2h 10mnonstop
6:49 pm - 9:59 pmORD-DCA
2h 10mnonstop
$187American Airlines
Find Deal
Tue, Jul 23 - Sat, Jul 27
9:00 pm - 10:12 pmDCA-ORD
2h 12mnonstop
6:38 am - 9:25 amORD-DCA
1h 47mnonstop
$189American Airlines
Find Deal
Sat, May 25 - Sat, Jun 1
7:00 am - 12:40 amDCA-ORD
18h 40m1 stop
6:00 am - 6:09 pmORD-DCA
11h 09m1 stop
$257Frontier
Find Deal
Thu, Jun 13 - Tue, Jun 18
7:00 am - 9:46 pmDCA-MDW
15h 46m1 stop
5:55 am - 9:59 pmMDW-DCA
15h 04m1 stop
$257Frontier
Find Deal
Thu, Jun 13 - Mon, Jun 17

Flights from Reagan-National to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Reagan-National to Chicago to help you find the cheapest flights, the best time to fly and much more.

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Washington, D.C. Reagan-National Airport to Chicago.
Our data shows that the cheapest route for a one-way flight from Washington, D.C. Reagan-National Airport to Chicago cost $94 and was between Washington, D.C. Reagan-National Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly from Washington, D.C. Reagan-National Airport to Chicago Midway Airport. The average price for a return flight for this route is $198.

What’s the cheapest day of the week to fly from Reagan Washington National Airport to Chicago?

The average price of all flights from Washington, D.C. Reagan-National Airport to Chicago clicked on KAYAK for each day over the last 12 months.
When flying from Reagan Washington National Airport to Chicago, you should consider leaving on a Monday and avoid Tuesdays if you are looking for the best rates. For your return to Reagan Washington National Airport, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Washington, D.C. Reagan-National Airport to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Washington, D.C. Reagan-National Airport to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Washington, D.C. Reagan-National Airport to Chicago is January, where tickets cost $258 on average. On the other hand, the most expensive months are June and May, where the average cost of tickets is $344 and $324 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Washington, D.C. Reagan-National Airport to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Washington, D.C. Reagan-National Airport to Chicago, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 42 days before departure.

Which airlines provide the cheapest flights from Reagan Washington National Airport to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Reagan Washington National Airport to Chicago found on KAYAK was with United Airlines for $80. United Airlines proposed a round-trip connection from $159 and American Airlines from $174.

Which airlines fly most frequently between Reagan Washington National Airport and Chicago?

United Airlines connects Reagan Washington National Airport to Chicago up to 15 flights per day, followed by American Airlines (7 flights per day), and Southwest (5 flights per day).

Which airlines fly non-stop between Washington, D.C. Reagan-National Airport and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Washington, D.C. Reagan-National Airport to Chicago.
There are 3 airlines that fly nonstop from Washington, D.C. Reagan-National Airport to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $162 for a one-way flight. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Washington, D.C. Reagan-National Airport and Chicago per day?

Each day, there are between 21 and 31 nonstop flights that take off from Washington, D.C. Reagan-National Airport and land in Chicago, with an average flight time of 2h 11m. The most common departure time is 6:00 am and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 198 flights. The most frequent day of departure is Thursday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Washington, D.C. Reagan-National Airport and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Reagan Washington National Airport to Chicago take?

The average nonstop flight takes 2h 05m, covering a distance of 594 miles.

What’s the earliest departure time from Reagan Washington National Airport to Chicago?

Early birds can take the earliest flight from Washington, D.C. Reagan-National Airport at 6:00 am and will be landing in Chicago at 7:16 am.

What’s the latest departure time from Reagan Washington National Airport to Chicago?

If you prefer to fly at night, the latest flight from Washington, D.C. Reagan-National Airport to Chicago jets off at 9:25 pm and lands at 10:25 pm.

Good to know

Low season

January

High season

November

Cheapest flight

$80
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Reagan Washington National Airport to Chicago O'Hare Airport

When to book flights from Reagan-National to Chicago

Are your dates flexible? Find out the best times to travel from Reagan-National to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Reagan Washington National Airport to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Washington, D.C. Reagan-National Airport to Chicago was $80 for a one-way ticket and $159 for a round-trip.

  • Do I need a passport to fly between Reagan Washington National Airport and Chicago?

    A passport is not required to fly from Reagan Washington National Airport to Chicago.

  • Which airports will I be using when flying from Reagan Washington National Airport to Chicago?

    Reagan Washington National Airport is served by only 1 airport and there are 2 airports in Chicago. You will leave Reagan Washington National Airport from Washington, D.C. Reagan-National and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Reagan Washington National Airport to Chicago?

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Reagan Washington National Airport to Chicago flight route.

  • Which aircraft models fly most regularly from Reagan Washington National Airport to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Reagan Washington National Airport to Chicago flight route.

  • Which airline alliances offer flights from Reagan Washington National Airport to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Reagan Washington National Airport and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Reagan Washington National Airport to Chicago?

    There are nonstop flights from Reagan Washington National Airport to Chicago on a daily basis.

  • Which is the best airline for flights from Washington, D.C. to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are United Airlines and American Airlines. With an average price for the route of $324 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $302 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Reagan Washington National Airport to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Reagan Washington National Airport to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Reagan Washington National Airport to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Reagan Washington National Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Reagan Washington National Airport to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Reagan Washington National Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Reagan Washington National Airport to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Reagan Washington National Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Washington, D.C. to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $169 or less one-way and $303 or less round-trip.

Prefer to fly non-stop from Reagan Washington National Airport to Chicago?

Find which airlines fly direct from Reagan-National to Chicago, which days they fly and book direct flights.

Nonstop departures

Washington, D.C. Reagan-National to Chicago

Monday

ANA, Air New Zealand, Alaska Airlines, +8 more

ANA, Air New Zealand, +9 more

Tuesday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Wednesday

ANA, Air New Zealand, Alaska Airlines, +8 more

ANA, Air New Zealand, +9 more

Thursday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Friday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Saturday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Sunday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

See more direct flights

Nonstop returns

Chicago to Washington, D.C. Reagan-National

Monday

ANA, Air New Zealand, Alaska Airlines, +8 more

ANA, Air New Zealand, +9 more

Tuesday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Wednesday

ANA, Air New Zealand, Alaska Airlines, +8 more

ANA, Air New Zealand, +9 more

Thursday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Friday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Saturday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

Sunday

ANA, Air New Zealand, Alaska Airlines, +9 more

ANA, Air New Zealand, +10 more

See more direct flights
See more direct flights

Top airlines flying from Reagan-National to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Washington, D.C. to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Reagan-National to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11228 reviews
7.7boarding
7.2comfort
6.7food
8.1crew
7.1entertainment
Airline reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

8.0 ExcellentMichelle, Apr 2024MBS - ORD
Read more about United Airlines reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Overall the flights pretty good. The snacks we’re good and they were plenty of them. Both boarding and deplaning went quickly.

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Everything was on time; the flight attendants and the gate personnel were very pleasant and helpful.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Perfect flight. On time departure and early arrival. Smooth flight.

Awful! The flight was delayed and we sat on the plane in DCA for an hour because fuel was out in the wrong part of the plane and would not be accessible during flight. So the plane had to be refueled in correct tank. They also allowed someone to get off of the plane. This delayed my six hour flight by an hour and made me miss my connecting flight. I ran to new gate and American Airlines agents new about the delay and even knew that I was trying to make the connection. They knew thru communication with my friend while in flight that I was in the airport and running to the new gate and they still closed the gate and refused to let me on the new flight despite plane still being at the gate. It was horrible and I had to be rebooked on a flight for 24 hours later. This has been a nightmare and if American Airlines can cause customers to be delayed and then have zero empathy as having an on time flight was more important to them than helping a customer who was delayed by no fault of her own, then it's seems that it's not a company that I want to continue to give my loyalty to. I'm so disgusted.

Help was available but timing was bad in my case

It was a horrible snow storm, but updates were inconsistent and the app never displayed a remotely accurate time or gate until very close to boarding.

Book cheap flights from Washington, D.C. to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Washington, D.C. to Chicago found on KAYAK in the last 72 hours.
5/28Tue
nonstopUnited Airlines
2h 11mDCA-ORD
$80
5/28Tue
1 stopDelta
4h 10mDCA-ORD
$89
9/24Tue
1 stopDelta
4h 58mDCA-MDW
$89
5/25Sat
nonstopAmerican Airlines
2h 12mDCA-ORD
$95
8/3Sat
1 stopDelta
5h 29mDCA-ORD
$104
5/27Mon
nonstopAmerican Airlines
2h 15mDCA-ORD
$105
5/18Sat
1 stopFrontier
9h 11mDCA-MDW
$125
9/12Thu
1 stopJetBlue
6h 10mDCA-ORD
$127
5/25Sat
1 stopFrontier
9h 11mDCA-MDW
$129
5/4Sat
1 stopJetBlue
6h 23mDCA-ORD
$183

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Last minute flights from Reagan-National to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Washington, D.C. to Chicago that are departing in the next 10 days.
4/30Tue
multi-stopUnited Airlines
17h 30mDCA-ORD
5/1Wed
nonstopUnited Airlines
1h 56mORD-DCA
$419
4/30Tue
multi-stopJetBlue
5h 39mDCA-ORD
5/7Tue
multi-stopJetBlue
6h 03mORD-DCA
$450
4/30Tue
nonstopAmerican Airlines
2h 14mDCA-ORD
5/7Tue
nonstopAmerican Airlines
1h 48mORD-DCA
$454
5/1Wed
nonstopAmerican Airlines
2h 13mDCA-ORD
5/4Sat
nonstopAmerican Airlines
1h 50mORD-DCA
$455
4/30Tue
multi-stopAmerican Airlines
4h 35mDCA-ORD
5/4Sat
nonstopAmerican Airlines
1h 48mORD-DCA
$462
5/3Fri
multi-stopDelta
5h 37mDCA-ORD
5/6Mon
multi-stopDelta
4h 27mORD-DCA
$464
5/1Wed
multi-stopDelta
6h 15mDCA-ORD
5/4Sat
multi-stopDelta
4h 36mORD-DCA
$473
4/29Mon
multi-stopSouthwest
10h 15mDCA-ORD
5/1Wed
multi-stopSouthwest
8h 45mORD-DCA
$497
5/3Fri
multi-stopFrontier
13h 06mDCA-ORD
5/5Sun
multi-stopFrontier
22h 34mORD-DCA
$787
5/2Thu
multi-stopFrontier
13h 06mDCA-ORD
5/12Sun
multi-stopFrontier
22h 34mORD-DCA
$807

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Reagan Washington National Airport - Chicago Flights

Departure:

Reagan Washington National Airport (DCA)United States

Return flight deals:

Chicago - Reagan Washington National Airport

Cabin classes:

$577
$599
$583
$198