Cheap Flights from Washington D.C. to Chicago

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Flight deals from Washington D.C. to Chicago

Looking for a cheap last-minute deal or the best return flight from Washington D.C. to Chicago? Find the lowest prices on one-way and return tickets right here.

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Find the cheapest month to fly from Washington D.C. to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Washington D.C. to Chicago flights are currently cheapest in June.

Direct flights from Washington D.C. to Chicago

Alternative Washington D.C. to Chicago routes

Looking for the cheapest, fastest or easiest route from Washington D.C. to Chicago? You could fly into the following airports instead.

Washington D.C. to Chicago: Flight information

The things to know before you go.
Cheapest flight found£46
Cheapest month to flyJune
Average flight time2 hrs, 10 mins
Most popular airlineSouthwest Airlines
Average flights per week776

Finding cheap flights from Washington D.C. to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Washington D.C. to Chicago is £46. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 9 minutes is the average flight time from Washington D.C. to Chicago.
Southwest Airlines, United and American Airlines fly direct from Washington D.C. to Chicago.
As of April 2024, there are 776 flights per week flying from Washington D.C. to Chicago.
The cheapest month to fly from Washington D.C. to Chicago is usually June.
If you're flying from Washington D.C., the cheapest airport near Chicago is Chicago Midway – which is 9.0 miles away from the centre of Chicago. We've found flights into this airport from £46.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Washington D.C. to Chicago on Wednesday, 5 June 2024.
Yes – the average flight time is 2 hours and 9 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
The cheapest airline that flies to Chicago is Frontier Airlines .

Flight Information

Chicago has five airports; flights from Washington to Chicago might leave from Ronald Reagan International Airport (DCA) and land at Midway International Airport (MDW) or O'Hare International Airport (ORD). You'll have a choice of nonstop flights or those that have one stop. Cheap flights from Washington to Chicago might leave from Baltimore Airport (BWI) and arrive at Chicago O'Hare International Airport (ORD).

To book the best flight and route, you can look for times and airlines for flights from Washington to Chicago. Airlines that offer non-stop flights from Washington to Chicago include Spirit Airlines, American Airlines, Southwest Airlines, and United Airlines. Delta Airlines, JetBlue, and Alaska Airlines offer connecting flights. If you are flying into O'Hare Airport on Delta, American Airlines, or JetBlue, you will be arriving at Terminal 3. United Airlines flies into Terminal 1.

You can find many dining choices at this airport. Savour an American hot dog at America's Dog at Terminal 1. Chili’s Too is located here as well as in Terminals 2 and 3. Ciao Gourmet Market and La Tapenade Mediterranean Cafe are in Terminal 1. Shoppers can visit popular choices such as Brighton or Brooks Brothers in Terminal 1. When flying from Washington to Chicago, allow two to three hours for check-in before your departure as both cities have very busy airports. You will need your passport to travel from Washington to Chicago, but a visa is not necessary.

The Weather in Chicago

Chicago is farther north than Washington, D.C., and is cooler. The average maximum temperature in Chicago is 15.8 °C whereas in Washington it is 19.3 °C. Bring a sweater or jacket when travelling to Chicago; the average minimum temperature is 6.7 °C compared to Washington's 9.8 °C. If you are going during the summer, you may experience temperatures that average 23 °C in July. July is also the month with the most sunshine hours. Winter in Chicago can be cold, although, it is ideal for winter sports.

Getting Around in Chicago

Public transport and the CYA Blue Line can take you right into the city. You'll encounter a time difference of one hour when flying from Washington to Chicago. Chicago is one hour earlier than Washington, so set your watch accordingly.

What to See and Do in Chicago

The city is ethnically diverse, so prepare for a variety of unique dining options. One bonus is that Chicago is 31% cheaper when it comes to dining out. Entertainment is also cheaper in Chicago than in Washington. Since you'll be able to find cheap flights from Washington to Chicago, a less expensive flight might leave you more for the dining and entertainment experience.

You might visit the Museum of Science and Industry or view the extensive collection at the Art Institute of Chicago. There is also the eclectic Navy Pier and an abundance of public parks for entertainment, natural beauty, and relaxation.


Prices shown on this page are estimated lowest prices only. Found in the last 45 days.