HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
District of Columbia

$105+ Cheap flights from Chicago (CHI) to District of Columbia

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Jul 21 — Jul 281
Tue 7/21
Tue 7/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to District of Columbia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to District of Columbia

Cheapest flights from Chicago to District of Columbia
Explore the most affordable flight options available from Chicago to District of Columbia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.

This JetBlue deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:56 am
ORD
-
DCA
1 stop8h 03m
JetBlue
Wed 7/81:25 pm
DCA
-
ORD
1 stop7h 06m
JetBlue
Deal found 6/18$242
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/318:00 am
ORD
-
DCA
Nonstop1h 59m
American Airlines
Wed 8/51:46 pm
DCA
-
ORD
Nonstop2h 24m
American Airlines
Deal found 6/20$243
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:05 pm
MDW
-
DCA
Nonstop1h 50m
Southwest
Fri 7/247:05 pm
DCA
-
MDW
Nonstop2h 10m
Southwest
Deal found 6/19$243
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:05 am
ORD
-
IAD
1 stop10h 33m
Frontier
Tue 7/215:40 pm
IAD
-
ORD
1 stop19h 35m
Frontier
Deal found 6/16$243
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:10 pm
MDW
-
DCA
Nonstop1h 50m
Southwest
Tue 7/711:45 am
DCA
-
MDW
2 stops6h 20m
Southwest
Deal found 6/16$244
This Frontier deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:50 pm
ORD
-
IAD
1 stop8h 05m
Frontier
Tue 7/148:33 pm
IAD
-
ORD
1 stop12h 20m
Frontier
Deal found 6/19$244
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:45 pm
ORD
-
DCA
Nonstop2h 07m
United Airlines
Mon 8/102:00 pm
DCA
-
ORD
Nonstop2h 18m
United Airlines
Deal found 6/19$245
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:55 pm
MDW
-
DCA
Nonstop1h 55m
Southwest
Mon 8/103:35 pm
DCA
-
MDW
Nonstop2h 05m
Southwest
Deal found 6/16$245
This Frontier deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:27 pm
MDW
-
IAD
1 stop9h 50m
Frontier
Sun 8/2311:11 am
IAD
-
MDW
1 stop12h 00m
Frontier
Deal found 6/16$245
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:55 pm
ORD
-
IAD
Nonstop2h 06m
United Airlines
Mon 9/2810:30 am
IAD
-
ORD
Nonstop2h 18m
United Airlines
Deal found 6/16$245
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:25 pm
ORD
-
DCA
Nonstop2h 04m
American Airlines
Mon 8/1010:18 am
DCA
-
ORD
Nonstop2h 20m
American Airlines
Deal found 6/20$246
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:48 pm
MDW
-
IAD
1 stop22h 38m
Multiple Airlines
Sat 7/186:49 am
IAD
-
MDW
1 stop5h 18m
Multiple Airlines
Deal found 6/20$246

Find flight deals from Chicago to District of Columbia

Keep the following information in mind while searching for Chicago to District of Columbia flight deals. Data was last updated June 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$242
(JetBlue)

One-way from

$105
(Super.com)

Popular in

June

Cheapest in

August

Average price

$377

Good round-trip deal

$297 or less

Good one-way deal

$159 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. (WAS) flights.
Search Deals
From Chicago (CHI) to District of Columbia
Search Deals
One-way flight from Chicago (CHI) to District of Columbia
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to District of Columbia.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to District of Columbia.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to District of Columbia 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, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
Use the filters below to find and compare flights from Chicago to District of Columbia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 8/27

10:00 am-1:04 pm

Nonstop2h 04m

Washington, D.C. Reagan-National

Thu 9/3

7:46 am-9:00 am

Nonstop2h 14m

$245

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 9/3

10:56 am-7:56 pm

1 stop8h 00m

Washington, D.C. Reagan-National

Sun 9/6

2:00 pm-7:25 pm

1 stop6h 25m

$248

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 6/30

10:05 am-4:59 pm

1 stop5h 54m

Washington, D.C. Reagan-National

Mon 8/17

6:00 am-10:13 am

1 stop5h 13m

$251

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/1

7:55 am-3:00 pm

1 stop6h 05m

Washington, D.C. Reagan-National

Tue 8/4

12:55 pm-4:55 pm

1 stop5h 00m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 8/6

6:42 pm-11:26 pm

1 stop3h 44m

Washington, D.C. Dulles Intl

Mon 8/10

5:47 pm-10:36 pm

1 stop5h 49m

$265

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 8/6

5:20 pm-11:26 pm

1 stop5h 06m

Washington, D.C. Dulles Intl

Mon 8/10

11:10 am-4:17 pm

1 stop6h 07m

$265

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 9/17

5:30 am-11:31 am

1 stop5h 01m

Washington, D.C. Dulles Intl

Mon 9/21

12:26 pm-4:30 pm

1 stop5h 04m

$265

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 7/22

5:05 pm-7:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 7/23

6:55 pm-12:10 am

1 stop6h 15m

$267

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Fri 7/17

1:50 pm-10:55 pm

1 stop8h 05m

Washington, D.C. Dulles Intl

Fri 7/24

8:33 pm-7:53 am

1 stop12h 20m

$270

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 7/28

10:56 am-5:56 pm

1 stop6h 00m

Washington, D.C. Reagan-National

Wed 7/29

3:10 pm-11:44 pm

1 stop9h 34m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/20

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Chicago to District of Columbia

Have a flexible travel schedule? Discover the best time to fly to District of Columbia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to District of Columbia

What is the cheapest month to book a flight from Chicago to District of Columbia?

Currently, October is the cheapest month in which you can book a flight from Chicago to District of Columbia (average of $292). Flying from Chicago to District of Columbia in December is currently the most expensive (average of $723). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to DC?

Find hourly flight availability from Chicago to District of Columbia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 21, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to District of Columbia in the morning. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the afternoon.

Weekly flight availability from Chicago to District of Columbia

Explore weekly flight availability from Chicago to District of Columbia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 21, 2026.

The most flights from CHI to USDC are scheduled on a Saturday (33 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Chicago to District of Columbia?

How far ahead should I book a flight from Chicago to District of Columbia?

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to District of Columbia. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Chicago to District of Columbia?

Use this chart to determine the cheapest time to fly round-trip from Chicago to District of Columbia. Price data was last updated on June 20, 2026.

Travelers seeking maximum savings on their Chicago to District of Columbia flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing District of Columbia

Get insights into the airlines that provide service to District of Columbia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to District of Columbia. Reviews last updated June 21, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to District of Columbia have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,243 reviews

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,243 reviews
Southwest
7.9
Good
4,243 reviews

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
9,866 reviews
Southwest
7.9
Good
4,243 reviews

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,722 reviews
Southwest
7.9
Good
4,243 reviews

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,877 reviews
Southwest
7.9
Good
4,243 reviews

Food

7.0

Overall

7.9

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Chicago to District of Columbia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to District of Columbia?

    There are many flights that can get you from Chicago to District of Columbia in 2h 04m. Fly via United Airlines, JetBlue, or Delta to get the fastest option. Airlines will cover a distance of 610 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to District of Columbia one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from American Airlines and Southwest, as they are both options that can get you from Chicago to District of Columbia for a low price.

  • What are the most popular routes from Chicago to District of Columbia?

    The most popular flight routes from Chicago to District of Columbia are Chicago O'Hare Intl - Washington, D.C. Reagan-National, Chicago O'Hare Intl - Washington, D.C. Dulles Intl and Chicago Midway - Washington, D.C. Dulles Intl.

  • What are the most reliable airlines from Chicago to District of Columbia?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to District of Columbia on time: Sun Country Air (100%), Egyptair (100%), Avianca (90%).

  • What are the cheapest flights from Chicago to District of Columbia?

    While on average a flight from Chicago to District of Columbia is generally $1,128, our data shows the cheapest flight currently is $138. When looking at the most popular route, (Chicago O'Hare Intl - Washington, D.C. Reagan-National), you can expect to pay $176 for that flight.

  • Can I find deals for flights from Chicago to District of Columbia that include hotel bookings?

    Yes. In addition to deals on Chicago to District of Columbia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to District of Columbia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to District of Columbia.

  • Can I find deals for business class flights from Chicago to District of Columbia?

    Yes. Cheapflights offers flight deals from Chicago to District of Columbia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to District of Columbia?

    Currently, October is the cheapest month in which you can book a flight from Chicago to District of Columbia (average of $292). Flying from Chicago to District of Columbia in December is currently the most expensive (average of $723). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to District of Columbia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Seattle flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Newark flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Orlando flights
O'Hare Intl to Denver flights
O'Hare Intl to Miami flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Boston flights
O'Hare Intl to Hobby flights
O'Hare Intl to Tampa flights
Midway to Dallas/Fort Worth flights
Midway to Newark flights
O'Hare Intl to San Diego flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Fort Lauderdale flights
Midway to Las Vegas flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Ontario flights
Midway to Atlanta flights
Midway to LaGuardia flights
O'Hare Intl to Portland flights
Midway to Miami flights
Midway to Los Angeles flights
O'Hare Intl to Reagan-National flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Nashville flights
St. Louis to Las Vegas flights
O'Hare Intl to Baltimore flights
Midway to Orlando flights
Midway to Seattle flights
O'Hare Intl to Kansas City flights
St. Louis to Seattle flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Fort Myers flights
Midway to Hobby flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Dulles Intl flights
Midway to Fort Lauderdale flights
St. Louis to Newark flights
Midway to San Francisco flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Austin flights

Top 5 airlines flying from Chicago to District of Columbia

Discover the top 5 airlines that operate flights from Chicago to District of Columbia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$57Average$189FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$141Average$254FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$148Average$304FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$149Average$356FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$157Average$299FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.