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Flights from Washington D.C. to Chicago

Cheapest airlines flights from Washington D.C. to Chicago

You can choose from 2 airlines that fly from Washington D.C. to Chicago, including United Airlines, American Airlines, United Airlines has lowest fares on this route.
United Airlines logo United Airlines
American Airlines logo American Airlines
Airlines are determined based on actual purchased flight tickets from Washington D.C. to Chicago according to previous 12 months data from Trip.com.

Search for direct flights from Washington D.C. to Chicago in the next 3 months. Based on Trip.com's latest 7-day flight data, one-way direct flights start at US$89, and round-trip direct flights start at US$99.

      • Cheapest nonstop
        DCA 06:00
        2h 29m
        Nonstop
        ORD 07:29
        Washington D.C. - Chicago | Sat, Apr 18 | American Airlines
        ORD 06:04
        1h 57m
        Nonstop
        DCA 09:01
        Chicago - Washington D.C. | Sat, Apr 25 | American Airlines
        US$99 US$196
        49% off
        49% off
        US$196 US$99
      • DCA 06:00
        2h 29m
        Nonstop
        ORD 07:29
        Washington D.C. - Chicago | Sat, May 9 | American Airlines
        ORD 16:00
        2h 5m
        Nonstop
        DCA 19:05
        Chicago - Washington D.C. | Sat, May 9 | American Airlines
        US$133 US$196
        32% off
        32% off
        US$196 US$133
      • DCA 06:30
        2h 16m
        Nonstop
        ORD 07:46
        Washington D.C. - Chicago | Sat, May 9 | United Airlines
        ORD 16:00
        2h 5m
        Nonstop
        DCA 19:05
        Chicago - Washington D.C. | Sat, May 9 | American Airlines
        US$140 US$196
        28% off
        28% off
        US$196 US$140
      • IAD 08:20
        2h 18m
        Nonstop
        ORD 09:38
        Washington D.C. - Chicago | Sat, Apr 18 | United Airlines
        ORD 21:01
        1h 56m
        Nonstop
        DCA 23:57
        Chicago - Washington D.C. | Sat, Apr 25 | American Airlines
        US$145
        26% off
        US$196 US$145
      • IAD 17:26
        5h 36m
        1 stop
        MDW 22:02
        Washington D.C. - Chicago | Tue, May 12 | Frontier Airlines
        ORD 06:55
        8h 26m
        1 stop
        IAD 16:21
        Chicago - Washington D.C. | Tue, May 19 | Frontier Airlines
        US$144
        27% off
        US$196 US$144
      • IAD 06:49
        5h 15m
        1 stop
        MDW 11:04
        Washington D.C. - Chicago | Sat, May 9 | Frontier Airlines
        ORD 06:55
        8h 26m
        1 stop
        IAD 16:21
        Chicago - Washington D.C. | Tue, May 12 | Frontier Airlines
        US$145
        26% off
        US$196 US$145
      • IAD 06:10
        6h 22m
        1 stop
        ORD 11:32
        Washington D.C. - Chicago | Thu, Apr 30 | Frontier Airlines
        ORD 16:28
        7h 8m
        1 stop
        IAD 00:36
        Chicago - Washington D.C. | Sat, May 2 | Frontier Airlines
        US$145
        26% off
        US$196 US$145
      • IAD 17:26
        5h 36m
        1 stop
        MDW 22:02
        Washington D.C. - Chicago | Tue, May 5 | Frontier Airlines
        ORD 06:55
        8h 26m
        1 stop
        IAD 16:21
        Chicago - Washington D.C. | Tue, May 12 | Frontier Airlines
        US$146
        26% off
        US$196 US$146
      • IAD 06:10
        6h 22m
        1 stop
        ORD 11:32
        Washington D.C. - Chicago | Thu, Apr 23 | Frontier Airlines
        ORD 16:28
        7h 8m
        1 stop
        IAD 00:36
        Chicago - Washington D.C. | Thu, Apr 30 | Frontier Airlines
        US$147
        25% off
        US$196 US$147
      • IAD 09:41
        10h 50m
        1 stop
        MDW 19:31
        Washington D.C. - Chicago | Thu, Apr 16 | Frontier Airlines
        ORD 18:08
        5h 28m
        1 stop
        IAD 00:36
        Chicago - Washington D.C. | Wed, Apr 22 | Frontier Airlines
        US$147
        25% off
        US$196 US$147
      • WAS 13:00
        17h 25m
        1 stop
        CHI Invalid Date
        Washington D.C. - Chicago | Thu, Apr 16 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        WAS 16:00
        Chicago - Washington D.C. | Sat, Apr 18 | Normal Airline
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      • Cheapest nonstop
        DCA 20:20
        2h 22m
        Nonstop
        ORD 21:42
        Washington D.C. - Chicago | Tue, May 5 | United Airlines
        US$89 US$119
        25% off
        25% off
        US$119 US$89
      • IAD 20:47
        12h 8m
        1 stop
        ORD 07:55
        Washington D.C. - Chicago | Sat, May 23 | Frontier Airlines
        US$76 US$119
        36% off
        36% off
        US$119 US$76
      • DCA 07:59
        26h 46m
        1 stop
        ORD 09:45
        Washington D.C. - Chicago | Sat, May 2 | Frontier Airlines
        US$76 US$119
        36% off
        36% off
        US$119 US$76
      • IAD 17:30
        20h 7m
        1 stop
        ORD 12:37
        Washington D.C. - Chicago | Tue, May 26 | Frontier Airlines
        US$76
        36% off
        US$119 US$76
      • DCA 18:00
        27h 32m
        1 stop
        ORD 20:32
        Washington D.C. - Chicago | Tue, May 5 | Frontier Airlines
        US$77
        35% off
        US$119 US$77
      • IAD 11:12
        9h 39m
        1 stop
        ORD 19:51
        Washington D.C. - Chicago | Wed, May 13 | Frontier Airlines
        US$77
        35% off
        US$119 US$77
      • IAD 19:27
        28h 46m
        1 stop
        ORD 23:13
        Washington D.C. - Chicago | Mon, May 18 | Frontier Airlines
        US$78
        34% off
        US$119 US$78
      • IAD 07:15
        13h 16m
        1 stop
        MDW 19:31
        Washington D.C. - Chicago | Tue, Apr 28 | Frontier Airlines
        US$87
        27% off
        US$119 US$87
      • IAD 06:00
        6h 32m
        1 stop
        ORD 11:32
        Washington D.C. - Chicago | Mon, May 4 | Frontier Airlines
        US$89
        25% off
        US$119 US$89
      • WAS 13:00
        17h 25m
        1 stop
        CHI Invalid Date
        Washington D.C. - Chicago | Thu, Apr 16 | Normal Airline
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Displayed flight fares from Washington D.C. to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Washington D.C. to Chicago Flight Details

The distance between Washington D.C. and Chicago is about 957.18 km. The average flying time from Washington D.C. to Chicago is around 2 hours 13 minutes. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is November.

Cheapest one-way flight priceUS$76
Cheapest return ticket priceUS$99
Cheapest monthNovember
Peak season for travelJuly
Flight distance957.18 km
Average flight time2 hours 13 minutes
Popular airlineUnited Airlines
Flight statistics for the Washington D.C.–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Trip.com Price Insights on Flights from Washington D.C. to Chicago

Which month has the cheapest one-way flights from Washington D.C. to Chicago?

Based on Trip.com’s data, the cheapest month for flights from Washington D.C. to Chicago is August, with an average price of US$162; while the month with the highest flight price is usually July, with an average price of up to US$259.

US$259
US$211
US$162
US$114
    Cheapest
  • US$172
    Apr
  • US$239
    May
  • US$237
    Jun
  • US$259
    Jul
  • US$162
    Aug
  • US$195
    Sep
  • US$257
    Oct
  • US$238
    Nov
  • US$212
    Dec
  • US$200
    Jan
  • US$248
    Feb
  • US$222
    Mar

What is the cheapest day of the week to fly from Washington D.C. to Chicago?

Based on Trip.com’s past 12 months of flight data, the cheapest day to fly from Washington D.C. to Chicago is Saturday, with average prices lower than on other days. Avoid Thursday, as prices are usually highest then.

US$239
US$215
US$191
US$167
    Cheapest
  • US$235
    Mon
  • US$228
    Tue
  • US$215
    Wed
  • US$239
    Thu
  • US$219
    Fri
  • US$191
    Sat
  • US$223
    Sun

When is the cheapest day to fly from Washington D.C. to Chicago during International Workers' Day?

International Workers' Day is scheduled for May 1. The cheapest flights from Washington D.C. to Chicago are available on May 2, with fares starting at US$76.

US$234
US$155
US$76
0
    Cheapest
  • US$234
    27
    Apr
  • US$98
    28
  • US$91
    29
  • US$91
    30
  • US$91
    1
    May
  • US$76
    2
  • US$112
    3

Frequently Asked Questions

  • What are the cheapest flights from Washington D.C. to Chicago (WAS-CHI)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as US$76 on Cheapest nonstop routes (e.g. IAD to ORD on Sat, May 23), while American Airlines offers Cheapest nonstop round-trips from US$99 departing on Sat, Apr 18 and returning on Sat, Apr 25.
  • At the moment, you can catch a nonstop flight from Washington D.C. to Chicago with the following airlines, including: United Airlines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes about 2 hours 13 minutes to fly from Washington D.C. to Chicago.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Washington D.C. to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 186 flight per week flying from Washington D.C. to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA2903 (06:05) United Airlines: S/M/T/W/T/F/S -- UA595 (10:38)
  • To find best deals on flights from Washington D.C. to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Sat, May 23, with one-way flights priced at just US$76.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Washington D.C. to Chicago is November, when demand for travel is lower.
  • After crunching the numbers on our April flight calendar, it's currently cheapest to fly from Washington D.C. to Chicago on April 18, 2026 with Frontier Airlines, with prices starting at US$60.
  • You can land at any one of the following hubs in Chicago, with Ronald Reagan Washington National Airport to Chicago O'Hare International Airport (DCA-ORD) is by far the most common option on this route: Chicago Midway International Airport (MDW) Chicago O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Washington D.C. is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Trip.com Airline Insights on Flights from Washington D.C. to Chicago

Which airline offers the cheapest direct flights from Washington D.C. to Chicago?

Based on Trip.com’s data from the past 12 months, Jetblue Airways provides the lowest-priced direct flights from Washington D.C. to Chicago, with fares starting at US$159.

US$113
US$159
US$206
US$252
US$298
Jetblue Airways
US$159
Jetblue Airways
Frontier Airlines
US$168
Frontier Airlines
American Airlines
US$200
American Airlines
United Airlines
US$275
United Airlines
Delta Air Lines
US$298
Delta Air Lines

Which airline operates the most flights from Washington D.C. to Chicago?

Based on Trip.com’s data from the past month, United Airlines operates the most frequent flights from Washington D.C. to Chicago, with 147 flights per week.

0
31
89
147
United Airlines
147
United Airlines
Air New Zealand
119
Air New Zealand
American Airlines
57
American Airlines
British Airways
49
British Airways
Air Canada
41
Air Canada
All Nippon Airways
31
All Nippon Airways

How many flights fly from Washington D.C. to Chicago daily?

Based on the past month's historical data from Trip.com, the number of flights from Washington D.C. to Chicago is the highest on Friday and the lowest on Thursday.

411
365
319
273
Highest
323
Mon
326
Tue
328
Wed
319
Thu
411
Fri
346
Sat
381
Sun

Explore More Popular Flights

Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.