
$24 Cheap flight deals from Washington (WAS) to Chicago (CHI)
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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 $24 One Way, $58 Round Trip from Washington to Chicago
Prices starting at $58 for return flights and $24 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

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Dec 25 - Dec 31
Washington (WAS) to Chicago (ORD)
Reviewed on Apr 18, 2025

The Westin Michigan Avenue Chicago
Dec 25 - Dec 31
Washington (WAS) to Chicago (ORD)
Reviewed on Oct 18, 2025

Trump International Hotel & Tower Chicago
Jan 9 - Jan 11
Baltimore (BWI) to Chicago (ORD)
Reviewed on Oct 13, 2025
More About Flying To Chicago from Washington
Route Information for Flights from Washington to Chicago
Origin Airport IATA Code | WAS |
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Destination Airport IATA Code | CHI |
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Earliest Flight Arrival | |
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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.
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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.

