S$164 Cheap Flights from Washington to Chicago

View S$164 flight on Wed, 3 Dec, 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$164 for one-way flights and S$368 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$368 Return, found 6 days ago
S$368
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$368 found 6 days ago
United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$401 Return, found 6 days ago
S$401
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$401 found 6 days ago
United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$413 Return, found 6 days ago
S$413
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$413 found 6 days ago
United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$446 Return, found 6 days ago
S$446
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$446 found 6 days ago
United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$492 Return, found 6 days ago
S$492
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$492 found 6 days ago
United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$537 Return, found 6 days ago
S$537
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$537 found 6 days ago
Delta
Mon, 24 Nov - Wed, 26 Nov
IAD
Washington
ORD
Chicago
S$568 Return, found 6 days ago
S$568
Return
found 6 days ago
Select Delta flight, departing Mon, 24 Nov from Washington to Chicago, returning Wed, 26 Nov, priced at S$568 found 6 days ago
United
Mon, 24 Nov - Wed, 26 Nov
IAD
Washington
ORD
Chicago
S$601 Return, found 6 days ago
S$601
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Wed, 26 Nov, priced at S$601 found 6 days ago
United
Mon, 24 Nov - Wed, 26 Nov
IAD
Washington
ORD
Chicago
S$647 Return, found 6 days ago
S$647
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Wed, 26 Nov, priced at S$647 found 6 days ago
United
Mon, 24 Nov - Thu, 27 Nov
IAD
Washington
ORD
Chicago
S$1,033 Return, found 6 days ago
S$1,033
Return
found 6 days ago
Select United flight, departing Mon, 24 Nov from Washington to Chicago, returning Thu, 27 Nov, priced at S$1,033 found 6 days ago

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

January is typically the cheapest month to fly

From S$144 - S$298 per traveller.
Washington to Chicago route information
Origin airport
Washington Dulles Intl.
Destination airport
O'Hare Intl.
Return price
S$368
Distance
940 km
Average flight time
2 hours 33 mins

Perfect flights from Washington to Chicago

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

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