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This Weekend's Flight Deals from Washington to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $31 One Way, $61 Round Trip from Washington to Chicago

Prices starting at $61 for return flights and $31 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

Chicago first class flight packages

Need A Hotel In Chicago After Your Flight?

Hotels In Top Chicago Neighborhoods

Near North Side
176 hotels

ACME Hotel Company

3.5 out of 5.0
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$118

The Loop
87 hotels
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$161

River North
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Kinzie Hotel

4.0 out of 5.0
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Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Washington

Route Information for Flights from Washington to Chicago

Origin Airport IATA CodeWAS
Destination Airport IATA CodeCHI
Distance610 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, JAL, Alaska Airlines, Southwest Airlines, SAS, Royal Jordanian, ANA, Air New Zealand, United Airlines, British Airways
Earliest Flight Arrival11:05AM UTC
Latest Flight Arrival12:06AM UTC

Flights Review

Feb 29, 2020

Nice seat mate!

Feb 12, 2020

Uncomfortable seats (no lumbar support)

Feb 4, 2020

Amazing staff at airport that helped me fix flight issue. I’m leaving American to go United

Jan 21, 2020

Nothing overwhelming to gush about here. The seats were definitely not comfortable and made my legs feel like they were going to fall asleep. I made it on time and had a snack. The staff was friendly.

Jan 20, 2020

Seats are to small to get comfy for flight

Dec 18, 2019

Weather delayed take off for 20 minutes, but pilot made up time snd we were only 5 minutes late. Flight was smooth.

Dec 16, 2019

Service was great from check in , during the flight and baggage claim. Very friendly staff.

Nov 29, 2019

FANTASTIC STAFF MEMBERS!

Nov 24, 2019

Left quite late, made up a lot of time; arrived at the gate just 4 minutes late, so no worries about the transfer!

Nov 19, 2019

Mostly smooth flight. Good landing and takeoff.

Flying from Washington DC to Chicago

The Best DC Airports

Before you call airlines looking for flights from Washington, DC, you should check with Orbitz.com. The two major airports in DC are Washington Dulles International Airport and Ronald Reagan Washington National Airport. Alaska Airlines, US Airways, and Frontier Airlines handle domestic flights from Ronald Reagan, while Virgin America, ExpressJet Airlines, and Colgan Air operate out of Washington Dulles. Ronald Reagan is only three miles from the downtown area, and Washington Dulles is 26 miles from downtown.

Long-Term Parking Options

The five parking lots at Ronald Reagan offer daily and hourly parking rates, and the airport charges $20 per day for parking in the long-term lots. The economy lot only charges $12 per day, but this lot is open and uncovered. Washington Dulles has two long-term parking lots that charge $17 per day and one economy lot that charges $10 per day. For $30, you can use valet parking.

Public Transportation Choices

The Metrorail and Metrobus make at least one stop at each airport every day. The stops are clearly marked around the city, and you can find maps that help you find the correct line. Taxis are not as low cost as the public transportation options because the drivers charge a pickup fee, baggage fee, fee per mile, and a fee for any time that the driver must wait.

Places to Eat

Both airports offer a range of dining options. Washington Dulles is home to Dulles to Go, Five Guys, Subway, and Wendy's, while Ronald Reagan has Dunkin' Donuts, Euro Cafe, and Jerry's Subs & Pizza. Once you have something to eat, you can browse through the sales at some of the shops surrounding the restaurants. If you want to enjoy your vacation, use Orbitz.com to look for flights from Washington DC.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Washington to Chicago - Frequently Asked Questions

Are there non-stop flights from Washington to Chicago?

Yes, a hassle-free, direct flight from Washington, DC Airport (DCA-Ronald Reagan Washington National) to ORD is possible. No less than 4 airlines offer nonstop services on this route, which means you'll be able to pick the one that suits your travel plans. Check out the fares with these reputable carriers:

  • United Airlines
  • American Airlines
  • United Airlines
  • American Airlines
  • United Airlines
What airlines fly from Washington to Chicago most frequently?

These airlines operate the most flights from Washington to Chicago. Book a seat with one of these popular carriers: American Airlines - (AA) with 417 flights every month United Airlines - (UA) with 417 flights every month United Airlines - (UA) with 417 flights every month American Airlines - (AA) with 417 flights every month United Airlines - (UA) with 112 flights every month United Airlines - (UA) with 112 flights every month

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.