S$198 Cheap Flights from Washington to Chicago

View S$198 flight on Fri, 20 Mar, 2026Opens in a new window

Popular airlines from Washington Dulles Intl. Airport (IAD) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Washington to Chicago (IAD-ORD)

Prices were available within the past 7 days and start at S$198 for one-way flights and S$419 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, 27 Feb - Sat, 7 Mar
IAD
Washington
ORD
Chicago
S$419 Return, found 1 day ago
S$419
Return
found 1 day ago
Select United flight, departing Fri, 27 Feb from Washington to Chicago, returning Sat, 7 Mar, priced at S$419 found 1 day ago
Delta
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$422 Return, found 7 hours ago
S$422
Return
found 7 hours ago
Select Delta flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$422 found 7 hours ago
Delta
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$448 Return, found 7 hours ago
S$448
Return
found 7 hours ago
Select Delta flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$448 found 7 hours ago
United
Fri, 27 Feb - Sat, 7 Mar
IAD
Washington
ORD
Chicago
S$450 Return, found 1 day ago
S$450
Return
found 1 day ago
Select United flight, departing Fri, 27 Feb from Washington to Chicago, returning Sat, 7 Mar, priced at S$450 found 1 day ago
United
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$455 Return, found 7 hours ago
S$455
Return
found 7 hours ago
Select United flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$455 found 7 hours ago
American Airlines
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$467 Return, found 7 hours ago
S$467
Return
found 7 hours ago
Select American Airlines flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$467 found 7 hours ago
Delta
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$481 Return, found 7 hours ago
S$481
Return
found 7 hours ago
Select Delta flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$481 found 7 hours ago
United
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$487 Return, found 7 hours ago
S$487
Return
found 7 hours ago
Select United flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$487 found 7 hours ago
United
Fri, 27 Feb - Sat, 7 Mar
IAD
Washington
ORD
Chicago
S$489 Return, found 1 day ago
S$489
Return
found 1 day ago
Select United flight, departing Fri, 27 Feb from Washington to Chicago, returning Sat, 7 Mar, priced at S$489 found 1 day ago
American Airlines
Fri, 20 Mar - Sun, 22 Mar
IAD
Washington
ORD
Chicago
S$500 Return, found 7 hours ago
S$500
Return
found 7 hours ago
Select American Airlines flight, departing Fri, 20 Mar from Washington to Chicago, returning Sun, 22 Mar, priced at S$500 found 7 hours ago

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

February is typically the cheapest month to fly

From S$136 - S$272 per traveller.

Frequently asked questions

How much is a flight from Dulles Intl. Airport to O'Hare Airport?
Round-trip flights from Washington Dulles Intl. Airport (IAD) to ORD start from S$419. This is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Washington Dulles Intl. Airport (IAD) to O'Hare Airport?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from IAD to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Dulles Intl. Airport to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Washington Dulles Intl. Airport (IAD) to O'Hare Intl. Airport (ORD)?
With a flight distance of 950 kilometres, it's just a hop from IAD to O'Hare Airport. It might be a quick journey, but it's still worth bringing something to read.
Which airlines fly direct from IAD to O'Hare Airport?
Offering 152 monthly flights, United Airlines (UA) is a great choice when flying straight from Washington Dulles Intl. Airport (IAD) to ORD.
Are Dulles Intl. Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so there are no guarantees. While last-minute flight deals between Washington Dulles Intl. Airport (IAD) and O'Hare Intl. Airport (ORD) are possible, it also makes sense to keep track of prices well before you fly. In fact, some air carriers publicize their prices up to a year ahead of the departure date. Expedia is constantly updating the best bargains around, so keep checking and be ready to lock in your seat when the price is low.

Travel information

Origin airport
Washington Dulles Intl.
Destination airport
O'Hare Intl.
Return price
S$418
Distance
940 km
Average flight time
1 hour 20 mins

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*Note: Prices may vary based on availability and are subject to change.
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