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District of Columbia

$94+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IAD
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
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 March 19, 2026.

This Trip.com deal was found by Cheapflights users on 3/17. 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.
Wed 4/82:56 pm
MDW
-
IAD
1 stop8h 40m
Frontier
Tue 4/218:20 am
IAD
-
MDW
1 stop12h 11m
Frontier
Deal found 3/17$199
This Trip.com deal was found by Cheapflights users on 3/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 pm
ORD
-
IAD
1 stop24h 02m
Frontier
Tue 5/1211:07 am
IAD
-
ORD
1 stop9h 44m
Frontier
Deal found 3/19$199
This Trip.com deal was found by Cheapflights users on 3/17. 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 5/89:42 pm
ORD
-
DCA
1 stop14h 17m
Frontier
Sat 5/96:00 pm
DCA
-
ORD
1 stop27h 37m
Frontier
Deal found 3/17$200
This Trip.com deal was found by Cheapflights users on 3/17. 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.
Tue 4/142:15 pm
MDW
-
IAD
1 stop9h 21m
Frontier
Tue 4/218:20 am
IAD
-
MDW
1 stop12h 11m
Frontier
Deal found 3/17$200
This Gotogate deal was found by Cheapflights users on 3/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:55 am
ORD
-
DCA
1 stop10h 04m
Frontier
Sun 4/198:00 am
DCA
-
ORD
1 stop26h 50m
Frontier
Deal found 3/18$201
This Frontier deal was found by Cheapflights users on 3/17. 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.
Wed 4/222:15 pm
MDW
-
IAD
1 stop9h 21m
Frontier
Sat 4/2510:51 am
IAD
-
MDW
1 stop8h 46m
Frontier
Deal found 3/17$201
This Frontier deal was found by Cheapflights users on 3/17. 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 4/164:28 pm
ORD
-
IAD
1 stop7h 08m
Frontier
Thu 4/236:10 am
IAD
-
ORD
1 stop6h 22m
Frontier
Deal found 3/17$201
This Gotogate deal was found by Cheapflights users on 3/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:59 pm
ORD
-
IAD
1 stop8h 10m
Frontier
Mon 5/117:27 pm
IAD
-
ORD
1 stop28h 46m
Frontier
Deal found 3/15$203
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 4/1511:07 am
ORD
-
IAD
1 stop12h 29m
Multiple Airlines
Mon 4/206:19 pm
IAD
-
ORD
2 stops16h 17m
Multiple Airlines
Deal found 3/14$204
This Expedia deal was found by Cheapflights users on 3/17. 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.
Wed 5/209:42 pm
ORD
-
DCA
1 stop14h 17m
Frontier
Sat 5/236:00 pm
DCA
-
ORD
1 stop27h 37m
Frontier
Deal found 3/17$205
This Flightnetwork deal was found by Cheapflights users on 3/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:25 am
MDW
-
IAD
1 stop7h 17m
Frontier
Thu 5/77:27 pm
IAD
-
MDW
1 stop21h 30m
Frontier
Deal found 3/16$205
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Mon 4/136:10 pm
ORD
-
IAD
2 stops29h 26m
Multiple Airlines
Mon 4/206:19 pm
IAD
-
ORD
1 stop16h 21m
Multiple Airlines
Deal found 3/14$206

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 March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(Trip.com)

One-way from

$94
(Super.com)

Popular in

November

Cheapest in

August

Average price

$300

Good round-trip deal

$292 or less

Good one-way deal

$157 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. 7% potential increase in price ($20 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 March 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 March 19, 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
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 4/14

4:20 pm-7:10 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Tue 4/21

7:55 am-9:00 am

Nonstop2h 05m

$209

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 4/21

6:38 pm-11:03 pm

1 stop3h 25m

Washington, D.C. Dulles Intl

Wed 4/22

6:00 am-9:56 am

1 stop4h 56m

$229

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 5/5

6:04 am-12:05 pm

1 stop5h 01m

Washington, D.C. Dulles Intl

Tue 5/5

5:27 pm-10:21 pm

1 stop5h 54m

$229

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 4/13

11:40 am-6:45 pm

1 stop6h 05m

Washington, D.C. Reagan-National

Tue 4/14

3:40 pm-4:50 pm

Nonstop2h 10m

$234

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sat 4/11

6:00 pm-9:06 pm

Nonstop2h 06m

Washington, D.C. Reagan-National

Mon 4/13

5:05 pm-6:20 pm

Nonstop2h 15m

$239

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 4/16

1:36 pm-6:59 pm

1 stop4h 23m

Washington, D.C. Reagan-National

Tue 4/28

6:00 am-10:28 am

1 stop5h 28m

$244

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Mon 4/13

1:36 pm-6:59 pm

1 stop4h 23m

Washington, D.C. Reagan-National

Tue 4/14

12:25 pm-6:35 pm

1 stop7h 10m

$244

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 4/28

10:41 am-4:31 pm

1 stop4h 50m

Washington, D.C. Dulles Intl

Sat 5/2

6:00 am-10:14 am

1 stop5h 14m

$244

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 4/9

5:30 am-12:05 pm

1 stop5h 35m

Washington, D.C. Reagan-National

Sat 4/11

6:40 am-7:45 am

Nonstop2h 05m

$249

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 4/27

3:50 pm-11:50 pm

1 stop7h 00m

Washington, D.C. Reagan-National

Thu 4/30

7:55 am-9:00 am

Nonstop2h 05m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $56). Flying from Chicago to District of Columbia in April is currently the most expensive (average of $156). 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 March 19, 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 18% 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 March 14, 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 March 19, 2026.

The most flights from CHI to USDC are scheduled on a Thursday (26 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 March 19, 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
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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
8.0
Very good
4,319 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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
9,440 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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
11,474 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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
8,528 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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
5.7
Fair
3,024 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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 50m. Fly via Southwest, Delta, 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 $43. 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: Air China (88%), Avianca (79%), Ethiopian Air (79%).

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

    While on average a flight from Chicago to District of Columbia is generally $879, 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 $209 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 $56). Flying from Chicago to District of Columbia in April is currently the most expensive (average of $156). 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.

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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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$42Average$118FlexibilityNo cancel feeOn-time65%
FrontierCheapest$57Average$212FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$114Average$323FlexibilityNo cancel feeOn-time69%
DeltaCheapest$124Average$196FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$141Average$254FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$152Average$284FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$157Average$288FlexibilityNo cancel feeOn-time63%

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