Cheap flights from Washington, D.C. to Chicago

Washington
WAS
Chicago FSS
CHI

Flight deals from Washington, D.C. to Chicago

Below you can see the best deals on flights Washington, D.C. — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 9 September, from $53.

Top 10 cheap flights from Washington, D.C. to Chicago

F9
F9
$ 54

Washington, D.C. — Chicago

18:13—14:45
9 Sep 2026
21 h 32 m
1 stop
F9
F9
$ 67

Washington, D.C. — Chicago

18:09—12:50
31 Aug 2026
19 h 41 m
1 stop
F9
F9
$ 67

Washington, D.C. — Chicago

18:09—12:50
1 Sep 2026
19 h 41 m
1 stop
F9
F9
$ 69

Washington, D.C. — Chicago

07:00—20:08
5 Sep 2026
14 h 8 m
1 stop
F9
F9
$ 72

Washington, D.C. — Chicago

21:04—11:51
11 Sep 2026
15 h 47 m
1 stop
F9
F9
$ 72

Washington, D.C. — Chicago

21:04—18:23
11 Sep 2026
22 h 19 m
1 stop
F9
F9
$ 77

Washington, D.C. — Chicago

20:39—11:51
8 Sep 2026
16 h 12 m
1 stop
F9
F9
$ 77

Washington, D.C. — Chicago

20:39—18:23
8 Sep 2026
22 h 44 m
1 stop
F9
F9
$ 78

Washington, D.C. — Chicago

07:00—22:47
5 Sep 2026
16 h 47 m
1 stop
F9
F9
$ 80

Washington, D.C. — Chicago

06:20—20:08
1 Sep 2026
14 h 48 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Washington, D.C. — Chicago flight

Looking for cheap flights from Washington, D.C. to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Washington, D.C. — Chicago ticket online at the best price.

The route has direct flights — around 572 flights per week, flights are operated by United Airlines, American Airlines, Southwest Airlines, All Nippon Airways and 3 more airlines, a nonstop flight takes about 2 h 8 min, the distance between the cities is around 957 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $53Min. price
SeptemberCheapest
MayPeak season
YesDirect flights
957 kmDistance
2 h 8 minTravel time
7Airlines
572 / wkFlights

Flight schedule from Washington, D.C. to Chicago

The table shows direct flights from Washington, D.C. to Chicago on the selected date. The flight takes approximately 2 h 8 min. Regular flights are operated by United Airlines, American Airlines, Southwest Airlines and All Nippon Airways. Departures from Washington Dulles International Airport, Baltimore/Washington International Thurgood Marshall Airport and Ronald Reagan National Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 14 Aug 2026

Flight ticket prices by day: Washington, D.C. — Chicago

Below is a calendar of the lowest flight ticket prices for Washington, D.C. — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $53 in September, and the most expensive are around $150 in May. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Washington, D.C. to Chicago by month. Tickets are usually cheapest in January (around $111) and priciest in July (about $164) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$111lowMay$145highSep$126low
Feb$111lowJun$160highOct$121low
Mar$131mediumJul$164highNov$140medium
Apr$131mediumAug$140mediumDec$150high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in September and most expensive in May. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Washington, D.C. — Chicago ticket

  • Book ahead: fares for Washington, D.C. — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Washington, D.C. is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Chicago is usually September — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Washington, D.C. — Chicago route are operated by 7 airlines; United Airlines runs the most flights (around 50% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    96x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight DCA → ORD49x/week
      Duration
      2h 17m
      Days
      MTWTFSS
    • Direct flight IAD → ORD26x/week
      Duration
      2h 16m
      Days
      MTWTFSS
    • Direct flight BWI → ORD21x/week
      Duration
      2h 19m
      Days
      MTWTFSS
    50.3%Open →
  • American AirlinesAA
    72x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight DCA → ORD49x/week
      Duration
      2h 25m
      Days
      MTWTFSS
    • Direct flight BWI → ORD23x/week
      Duration
      2h 27m
      Days
      MTWTFSS
    37.9%Open →
  • Southwest AirlinesWN
    8x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight BWI → MDW8x/week
      Duration
      2h 55m
      Days
      MTWTFSS
    4.2%Open →
  • All Nippon AirwaysNH
    6x/week
    WebsiteFleet: 21648M pax/year
    • Direct flight DCA → ORD6x/week
    3.0%Open →
  • Alaska AirlinesAS
    5x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight DCA → ORD5x/week
      Duration
      2h 16m
      Days
      MTWTFSS
    2.4%Open →
  • Japan AirlinesJL
    2x/week
    WebsiteFleet: 14540M pax/year
    • Direct flight DCA → ORD2x/week
    1.2%Open →
  • British AirwaysBA
    2x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight DCA → ORD2x/week
    0.9%Open →

Cities and airports on the Washington, D.C. — Chicago route

Flights Washington, D.C. — Chicago depart from Washington Dulles International Airport, Baltimore/Washington International Thurgood Marshall Airport and Ronald Reagan National Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Washington, D.C.

WAS
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Washington, D.C. — Chicago flight

How long is the flight from Washington, D.C. to Chicago?

A nonstop Washington, D.C. — Chicago flight takes about 2 h 8 min — the distance between the cities is around 957 km.

How far is it from Washington, D.C. to Chicago?

The distance from Washington, D.C. to Chicago is about 957 km, which a nonstop flight covers in around 2 h 8 min.

Are there direct flights from Washington, D.C. to Chicago?

Yes, there are nonstop flights Washington, D.C. — Chicago — around 572 flights per week.

Which airlines fly from Washington, D.C. to Chicago?

Airlines operating Washington, D.C. — Chicago include United Airlines, American Airlines, Southwest Airlines, All Nippon Airways, Alaska Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Washington, D.C. — Chicago flights use?

Flights from Washington, D.C. depart from Washington Dulles International Airport, Baltimore/Washington International Thurgood Marshall Airport, Ronald Reagan National Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Washington, D.C. to Chicago?

The price of a Washington, D.C. — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in May. Tickets typically cost between $53 and $150. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Washington, D.C. — Chicago?

Flights Washington, D.C. — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is September. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Washington, D.C. to Chicago?

To catch a low fare Washington, D.C. — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually September.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Washington, D.C.

See all
New York CityAtlantaBostonOrlandoTorontoCharlotteHoustonDetroitSeattleMinneapolisDallasMiamiFort LauderdaleMontrealDenverRaleighLos AngelesNashvilleSan FranciscoPittsburghTampaBuffaloIndianapolisCincinnatiProvidencePhiladelphiaLondonRochesterOttawaKnoxvilleColumbusClevelandAlbanySouth PortlandNorth CharlestonSan SalvadorSan DiegoBurlingtonSavannahNorfolk

Where else you can fly from Chicago

See all
New York CityTorontoDetroitAtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverLondonNashvilleIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

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