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District of Columbia

$70+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/55:05 am
ORD
-
IAD
1 stop10h 38m
Frontier
Mon 3/96:20 am
IAD
-
ORD
1 stop27h 03m
Frontier
Deal found 1/28$137
This Frontier deal was found by Cheapflights users on 1/27. 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 2/199:05 am
MDW
-
IAD
1 stop6h 38m
Frontier
Sat 2/2810:29 am
IAD
-
MDW
1 stop12h 10m
Frontier
Deal found 1/27$138
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/264:42 pm
ORD
-
IAD
1 stop17h 01m
Frontier
Mon 3/25:22 pm
IAD
-
ORD
1 stop18h 29m
Frontier
Deal found 1/29$141
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 3/74:44 pm
ORD
-
IAD
1 stop6h 47m
Frontier
Mon 3/98:09 am
IAD
-
ORD
1 stop8h 19m
Frontier
Deal found 1/27$146
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/46:02 pm
ORD
-
IAD
1 stop15h 31m
Multiple Airlines
Mon 3/92:58 pm
IAD
-
ORD
2 stops27h 48m
Multiple Airlines
Deal found 1/27$147
This Frontier deal was found by Cheapflights users on 1/29. 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 2/199:05 am
MDW
-
IAD
1 stop6h 38m
Frontier
Mon 2/2311:41 am
IAD
-
MDW
1 stop9h 06m
Frontier
Deal found 1/29$148
This Frontier deal was found by Cheapflights users on 1/29. 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 2/195:05 am
ORD
-
IAD
1 stop10h 38m
Frontier
Mon 2/235:22 pm
IAD
-
ORD
1 stop6h 17m
Frontier
Deal found 1/29$148
This Trip.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/199:05 am
MDW
-
IAD
1 stop6h 38m
Frontier
Thu 2/2611:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Deal found 1/27$150
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/267:23 pm
ORD
-
IAD
1 stop21h 44m
Multiple Airlines
Thu 3/511:22 am
IAD
-
ORD
1 stop12h 17m
Multiple Airlines
Deal found 1/27$151
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/266:25 am
MDW
-
IAD
1 stop9h 18m
Frontier
Thu 3/511:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Deal found 1/27$153
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/206:48 pm
MDW
-
IAD
1 stop13h 46m
Frontier
Mon 2/235:22 pm
IAD
-
MDW
1 stop6h 07m
Frontier
Deal found 1/29$156
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/186:02 pm
ORD
-
IAD
1 stop15h 31m
Frontier
Thu 2/2611:22 am
IAD
-
ORD
1 stop12h 17m
Frontier
Deal found 1/29$156

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$137
(Kiwi.com)

One-way from

$70
(Trip.com)

Popular in

November

Cheapest in

August

Average price

$288

Good round-trip deal

$260 or less

Good one-way deal

$146 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. 9% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago to District of Columbia that are best for you.

Fly from

Chicago

Fly to

District of Columbia

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 2/19

9:05 am-4:43 pm

1 stop6h 38m

Washington, D.C. Dulles Intl

Sat 2/28

10:29 am-9:39 pm

1 stop12h 10m

$138

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 2/19

9:05 am-4:43 pm

1 stop6h 38m

Washington, D.C. Dulles Intl

Mon 2/23

11:41 am-7:47 pm

1 stop9h 06m

$148

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 2/26

6:25 am-4:43 pm

1 stop9h 18m

Washington, D.C. Dulles Intl

Thu 3/5

11:22 am-4:16 pm

1 stop5h 54m

$153

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 3/12

2:41 pm-12:31 am

1 stop8h 50m

Washington, D.C. Dulles Intl

Sun 3/15

6:20 am-7:47 pm

1 stop14h 27m

$183

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 3/24

10:00 am-1:07 pm

Nonstop2h 07m

Washington, D.C. Reagan-National

Wed 3/25

7:30 am-8:50 am

Nonstop2h 20m

$197

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 3/24

11:30 am-2:15 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Wed 3/25

11:50 am-1:00 pm

Nonstop2h 10m

$197

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 3/10

6:00 am-8:51 am

Nonstop1h 51m

Washington, D.C. Reagan-National

Tue 3/10

5:01 pm-6:25 pm

Nonstop2h 24m

$197

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 3/10

9:01 pm-11:59 pm

Nonstop1h 58m

Washington, D.C. Reagan-National

Wed 3/11

7:30 am-8:50 am

Nonstop2h 20m

$197

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Mon 3/9

10:00 am-6:55 pm

1 stop7h 55m

Washington, D.C. Reagan-National

Tue 3/10

6:00 am-11:48 am

1 stop6h 48m

$207

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sat 2/21

7:00 am-9:55 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Tue 2/24

6:30 am-7:50 am

Nonstop2h 20m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Chicago to District of Columbia (average of $58). Flying from Chicago to District of Columbia in April is currently the most expensive (average of $169). 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 January 29, 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 23% 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 January 24, 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 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 January 29, 2026.

The most flights from CHI to USDC are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, 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?

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 January 29, 2026.
See what other customers who have flown with Southwest, United Airlines, and American 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
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,394 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Frontier, United Airlines, or Southwest 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 $43. However, be on the lookout for offers from Frontier 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: Egyptair (100%), Air China (94%), Avianca (84%).

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

    While on average a flight from Chicago to District of Columbia is generally $1,230, our data shows the cheapest flight currently is $115. When looking at the most popular route, (Chicago O'Hare Intl - Washington, D.C. Reagan-National), you can expect to pay $179 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, February is the cheapest month in which you can book a flight from Chicago to District of Columbia (average of $58). Flying from Chicago to District of Columbia in April is currently the most expensive (average of $169). 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

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Alternative routes for Chicago to District of Columbia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Chicago to District of Columbia

Discover the top 7 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$42Average$119FlexibilityNo cancel feeOn-time65%
FrontierCheapest$57Average$207FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$114Average$312FlexibilityNo cancel feeOn-time69%
DeltaCheapest$124Average$196FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$141Average$254FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$148Average$279FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$158Average$284FlexibilityNo cancel feeOn-time63%

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