£99 Cheap United flights from Washington to Chicago (IAD→ORD)

View £99 flight on Tue, 9 Jun 2026Opens in a new window

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 25% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

United flights from Washington to Chicago (IAD→ORD)

Prices were available within the past 7 days and start at £99 for one-way flights and £238 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, 9 Jun - Tue, 16 Jun
IAD
Washington
ORD
Chicago
£238 Return, found 5 days ago
£238
Return
found 5 days ago
Select United flight, departing Tue, 9 Jun from Washington to Chicago, returning Tue, 16 Jun, priced at £238 found 5 days ago
United
Tue, 9 Jun - Tue, 16 Jun
IAD
Washington
ORD
Chicago
£245 Return, found 5 days ago
£245
Return
found 5 days ago
Select United flight, departing Tue, 9 Jun from Washington to Chicago, returning Tue, 16 Jun, priced at £245 found 5 days ago
United
Fri, 15 May - Wed, 3 Jun
IAD
Washington
ORD
Chicago
£266 Return, found 1 day ago
£266
Return
found 1 day ago
Select United flight, departing Fri, 15 May from Washington to Chicago, returning Wed, 3 Jun, priced at £266 found 1 day ago
United
Tue, 9 Jun - Tue, 16 Jun
IAD
Washington
ORD
Chicago
£273 Return, found 5 days ago
£273
Return
found 5 days ago
Select United flight, departing Tue, 9 Jun from Washington to Chicago, returning Tue, 16 Jun, priced at £273 found 5 days ago
United
Fri, 24 Apr - Thu, 14 May
IAD
Washington
ORD
Chicago
£288 Return, found 1 day ago
£288
Return
found 1 day ago
Select United flight, departing Fri, 24 Apr from Washington to Chicago, returning Thu, 14 May, priced at £288 found 1 day ago
United
Sat, 6 Jun - Sun, 21 Jun
IAD
Washington
ORD
Chicago
£300 Return, found 1 day ago
£300
Return
found 1 day ago
Select United flight, departing Sat, 6 Jun from Washington to Chicago, returning Sun, 21 Jun, priced at £300 found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from £271
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from £271

Find the cheapest month to fly from Washington (IAD) to Chicago (ORD)

January is typically the cheapest month to fly

From £84 - £174 per traveller.

Frequently asked questions

How much is a United Airlines flight from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD)?
Make use of the "Price (lowest to highest)" filter on Expedia to look for cheap United Airlines round-trip flights from £238 from IAD to ORD. Affordable one-way tickets from £99 are also on offer.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from IAD to ORD with United Airlines?
United Airlines flights to Chicago are usually cheaper in the low-season months of January and February. Whether you're after a round-trip or one-way ticket, you could find a better deal then.
Does United Airlines fly nonstop from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD)?
Jet off on one of United Airlines's 28 direct weekly flights from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD). To see what's available, enter your travel dates, origin and destination and hit search. Then use the "Nonstop" and "Airline" filters.
How long does it take to fly from IAD to ORD with United Airlines?
The travel time for a direct United Airlines flight from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD) takes approximately 2h 15m.
Which day of the week has the most United Airlines flights from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD)?
If flexibility is what you're after, Friday offers the most choice for United Airlines flights from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD). Take your pick of 4 different departures.
What airports does United Airlines fly into in Chicago?
United Airlines flights from Washington Dulles Intl. Airport (IAD) to Chicago touch down at O'Hare Intl. Airport (ORD). This is the main entry point here.
What type of plane does United Airlines fly from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD)?
You'll likely be onboard a Boeing 737-800 or an Airbus A320 when flying United Airlines from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD). However, keep in mind that a different aircraft may be assigned due to operational demands.
Can I change or cancel my United Airlines flight from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD)?
Changes are often free within 24 hours of making a booking, but your airline may charge you after that. For more information about altering your reservation, go to your "Trips," select your flight and click on "Manage Booking." If you'd like the freedom to change your itinerary without additional costs, apply the "No cancel fee" or "Changes included" filter when planning your trip.

Travel information

Origin airport
Washington Dulles Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, Delta, United
Popular airline
United
Distance
940 km
Average flight time
2 hours 10 mins

Explore a world of travel with Expedia

*Available to Expedia members.