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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Jun 5 — Jun 121
Fri 6/5
Fri 6/12
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 May 6, 2026.

This United Airlines deal was found by Cheapflights users on 5/1. 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.
Mon 6/18:00 am
ORD
-
DCA
Nonstop2h 01m
United Airlines
Wed 6/39:30 am
DCA
-
ORD
Nonstop2h 20m
United Airlines
Deal found 5/1$220
This Trip.com deal was found by Cheapflights users on 5/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:04 pm
MDW
-
IAD
1 stop10h 05m
Frontier
Sun 5/3111:07 am
IAD
-
MDW
1 stop11h 55m
Frontier
Deal found 5/2$220
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/269:55 pm
ORD
-
IAD
Nonstop2h 04m
United Airlines
Sat 5/305:43 pm
IAD
-
ORD
Nonstop2h 12m
United Airlines
Deal found 4/30$220
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Fri 6/129:23 pm
MDW
-
IAD
1 stop21h 41m
Multiple Airlines
Mon 6/1511:17 am
IAD
-
MDW
1 stop11h 54m
Multiple Airlines
Deal found 5/4$221
This Frontier deal was found by Cheapflights users on 5/4. 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.
Fri 5/156:55 am
ORD
-
IAD
1 stop9h 17m
Frontier
Sun 5/2411:07 am
IAD
-
ORD
1 stop9h 34m
Frontier
Deal found 5/4$221
This Southwest deal was found by Cheapflights users on 5/5. 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 6/98:40 am
MDW
-
DCA
1 stop4h 20m
Southwest
Tue 6/1611:40 am
DCA
-
MDW
2 stops7h 15m
Southwest
Deal found 5/5$222
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/212:47 pm
MDW
-
IAD
1 stop22h 31m
Multiple Airlines
Mon 5/2511:07 am
IAD
-
MDW
1 stop25h 05m
Multiple Airlines
Deal found 5/4$222
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:50 pm
ORD
-
IAD
1 stop8h 19m
Frontier
Mon 5/257:27 pm
IAD
-
ORD
1 stop28h 46m
Frontier
Deal found 5/1$222
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Wed 5/276:00 am
MDW
-
IAD
1 stop10h 27m
Frontier
Wed 5/277:37 pm
IAD
-
MDW
1 stop16h 35m
Frontier
Deal found 5/4$223
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/241:50 pm
ORD
-
IAD
1 stop8h 19m
Frontier
Fri 6/58:47 pm
IAD
-
ORD
1 stop12h 08m
Frontier
Deal found 5/5$223
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:48 pm
ORD
-
DCA
1 stop14h 09m
Frontier
Sat 6/136:00 pm
DCA
-
ORD
1 stop27h 43m
Frontier
Deal found 5/4$224
This Southwest deal was found by Cheapflights users on 5/5. 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.
Wed 5/271:30 pm
MDW
-
DCA
Nonstop1h 45m
Southwest
Thu 5/282:45 pm
DCA
-
MDW
1 stop4h 05m
Southwest
Deal found 5/5$224

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 May 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$220
(United Airlines)

One-way from

$105
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$269

Good round-trip deal

$270 or less

Good one-way deal

$144 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. 19% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 6, 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.

MDW - IAD

MDWIAD

Chicago Midway

Wed 5/27

5:12 pm-12:51 am

1 stop6h 39m

Washington, D.C. Dulles Intl

Sat 5/30

6:08 am-9:59 am

1 stop4h 51m

$228

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 5/28

5:30 am-2:10 pm

1 stop7h 40m

Washington, D.C. Dulles Intl

Tue 6/2

12:37 pm-6:41 pm

1 stop7h 04m

$228

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Wed 7/1

6:30 am-9:24 am

Nonstop1h 54m

Washington, D.C. Dulles Intl

Mon 7/6

5:42 pm-6:50 pm

Nonstop2h 08m

$233

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 5/28

1:50 pm-4:35 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Sat 5/30

6:40 am-7:45 am

Nonstop2h 05m

$239

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Wed 6/24

8:00 am-11:01 am

Nonstop2h 01m

Washington, D.C. Reagan-National

Fri 6/26

6:10 pm-7:32 pm

Nonstop2h 22m

$243

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 6/1

8:05 pm-10:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 6/3

9:55 am-10:55 am

Nonstop2h 00m

$243

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Mon 6/15

8:40 am-11:52 am

Nonstop2h 12m

Washington, D.C. Dulles Intl

Tue 6/23

10:15 pm-11:26 pm

Nonstop2h 11m

$243

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 7/28

8:40 am-11:52 am

Nonstop2h 12m

Washington, D.C. Dulles Intl

Thu 7/30

6:10 am-7:27 am

Nonstop2h 17m

$243

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 6/17

5:05 pm-7:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 6/24

11:45 am-5:05 pm

2 stops6h 20m

$248

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 6/24

11:50 am-6:55 pm

1 stop6h 05m

Washington, D.C. Reagan-National

Fri 6/26

9:00 pm-10:00 pm

Nonstop2h 00m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

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

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

Booking 90 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 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 $769). 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 May 6, 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 at noon.

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 May 2, 2026.

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

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 May 6, 2026.

The most flights from CHI to USDC are scheduled on a Tuesday (32 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (17 on average).

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

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 May 6, 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
4,305 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,305 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,684 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,668 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,638 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,964 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 1h 45m. Fly via Delta, Southwest, or United Airlines to get the fastest option. Airlines will cover a distance of 599 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 Spirit Airlines, with whom users have recently found tickets for as low as $47. However, be on the lookout for offers from Frontier and American Airlines, 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: ITA Airways (84%), Avianca (84%), Air China (83%).

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

    While on average a flight from Chicago to District of Columbia is generally $1,122, our data shows the cheapest flight currently is $119. When looking at the most popular route, (Chicago O'Hare Intl - Washington, D.C. Reagan-National), you can expect to pay $177 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 $769). 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 Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights
O'Hare Intl to Orlando flights
O'Hare Intl to Seattle flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Denver flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Hobby flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Tampa flights
O'Hare Intl to San Francisco flights
Midway to Newark flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to New Orleans flights
O'Hare Intl to San Diego flights
Midway to Las Vegas flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Philadelphia flights
Midway to Miami flights
O'Hare Intl to Ontario flights
Midway to Orlando flights
O'Hare Intl to Boston flights
Midway to Atlanta flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Baltimore flights
Midway to LaGuardia flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Nashville flights
Midway to Fort Lauderdale flights
St. Louis to Seattle flights
Midway to Los Angeles flights
Midway to Hobby flights
Midway to Denver flights
O'Hare Intl to Austin flights
O'Hare Intl to Fort Myers flights
St. Louis to Las Vegas flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Portland flights
O'Hare Intl to Salt Lake City flights
Midway to Tampa flights
O'Hare Intl to Honolulu flights
St. Louis to Orlando flights
St. Louis to Newark flights
Midway to San Francisco flights

Top 6 airlines flying from Chicago to District of Columbia

Discover the top 6 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 May 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$42Average$119FlexibilityNo cancel feeOn-time65%
FrontierCheapest$57Average$188FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$114Average$338FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$127Average$283FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$141Average$254FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$148Average$294FlexibilityNo cancel feeOn-time71%

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.
Site
©2026 Cheapflights