S$184 Cheap Flights from Washington to Chicago

View S$184 flight on Mon, 10 Nov, 2025Opens 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$184 for one-way flights and S$475 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$475 Return, found 6 days ago
S$475
Return
found 6 days ago
Select Delta flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$475 found 6 days ago
United
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$500 Return, found 6 days ago
S$500
Return
found 6 days ago
Select United flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$500 found 6 days ago
American Airlines
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$520 Return, found 6 days ago
S$520
Return
found 6 days ago
Select American Airlines flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$520 found 6 days ago
United
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$543 Return, found 6 days ago
S$543
Return
found 6 days ago
Select United flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$543 found 6 days ago
American Airlines
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$556 Return, found 6 days ago
S$556
Return
found 6 days ago
Select American Airlines flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$556 found 6 days ago
American Airlines
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$584 Return, found 6 days ago
S$584
Return
found 6 days ago
Select American Airlines flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$584 found 6 days ago
United
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$593 Return, found 6 days ago
S$593
Return
found 6 days ago
Select United flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$593 found 6 days ago
United
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$603 Return, found 6 days ago
S$603
Return
found 6 days ago
Select United flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$603 found 6 days ago
United
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$605 Return, found 6 days ago
S$605
Return
found 6 days ago
Select United flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$605 found 6 days ago
Southern Airways Express
Wed, 26 Nov - Sun, 30 Nov
IAD
Washington
ORD
Chicago
S$624 Return, found 6 days ago
S$624
Return
found 6 days ago
Select Southern Airways Express flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$624 found 6 days ago

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

February is typically the cheapest month to fly

From S$142 - S$350 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$475. 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

Travel information

Origin airport
Washington Dulles Intl.
Destination airport
O'Hare Intl.
Return price
S$475
Distance
940 km
Average flight time
1 hour 11 mins

Book with confidence

Book with confidence

Perfect flights from Washington to Chicago

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Washington to Chicago

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