Cheap flight deals from Washington D.C. to Chicago Starting at AED 159

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Washington D.C. to Chicago?

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  • 16 23
  • 23 30

  • Apr

    30 6
  • 6 13
  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Washington D.C. (WAS) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Washington D.C. to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Washington D.C. (WAS) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AED 901.

  • How long does it take to fly from Washington D.C. (WAS) to Chicago (CHI)?

    It takes about 7 hours 35 minutes to fly from Washington D.C. (WAS) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.

  • What time does the earliest flight from Washington D.C. to Chicago depart?

    The earliest flight departs from Washington D.C. (DCA) at 06:00 and arrives in Chicago (ORD) at 07:21.

  • What time does the latest flight from Washington D.C. to Chicago depart?

    The latest flight departs from Washington D.C. (DCA) at 20:00 and arrives in Chicago (ORD) at 21:32.

  • What are the most popular airlines that fly from Washington D.C. (WAS) to Chicago (CHI)?

    Airlines with flights from Washington D.C. (WAS) to Chicago (CHI): United Airlines, Air New Zealand, All Nippon Airways and Royal Jordanian.

  • What's the most popular airline for non-stop flights from Washington D.C. (WAS) to Chicago (CHI)?

    Southwest Airlines operates 7 non-stop flights from Washington D.C. (WAS) to Chicago (CHI).

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from Washington D.C. to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Washington D.C. to Chicago. Book your flights at the right time and save more.
1
Being flexible with your dates to get the cheapest Washington D.C. to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Washington D.C. to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Apr 8 at AED 211 for one-way flights.
2
Compare cheap Washington D.C. to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Washington D.C. to Chicago. The cheapest airline operating is American Airlines.
3
Set up a Price Alert
By setting up a Price Alert for your Washington D.C. to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
4
Don't miss cheap Washington D.C. to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Washington D.C. to Chicago to get exclusive deals for you.

Flight Info | Washington D.C. to Chicago

Cheapest direct flight price AED 158
Cheapest return ticket price AED 458
Off-season for travel March
Peak season for travel December
Flight distance 957.18 km
Average flight time 7 hours 35 minutes
Popular airline American Airlines

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