S$739 Cheap Flights from Singapore to Chicago

View S$739 flight on Thu, 4 Dec, 2025Opens in a new window

Popular airlines from Singapore Changi Airport (SIN) to Chicago

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Cheap Flights from Singapore to Chicago (SIN-CHI)

Prices were available within the past 7 days and start at S$739 for one-way flights and S$1,159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, 17 Feb - Wed, 4 Mar
SIN
Singapore
ORD
Chicago
S$1,159 Return, found 11 hours ago
S$1,159
Return
found 11 hours ago
Select Air Canada flight, departing Tue, 17 Feb from Singapore to Chicago, returning Wed, 4 Mar, priced at S$1,159 found 11 hours ago
United
Mon, 11 May - Tue, 12 May
SIN
Singapore
ORD
Chicago
S$1,201 Return, found 14 hours ago
S$1,201
Return
found 14 hours ago
Select United flight, departing Mon, 11 May from Singapore to Chicago, returning Tue, 12 May, priced at S$1,201 found 14 hours ago
Korean Air
Thu, 19 Feb - Wed, 11 Mar
SIN
Singapore
ORD
Chicago
S$1,235 Return, found 3 hours ago
S$1,235
Return
found 3 hours ago
Select Korean Air flight, departing Thu, 19 Feb from Singapore to Chicago, returning Wed, 11 Mar, priced at S$1,235 found 3 hours ago
Delta
Mon, 14 Sept - Tue, 29 Sept
SIN
Singapore
ORD
Chicago
S$1,238 Return, found 6 hours ago
S$1,238
Return
found 6 hours ago
Select Delta flight, departing Mon, 14 Sept from Singapore to Chicago, returning Tue, 29 Sept, priced at S$1,238 found 6 hours ago
Cathay Pacific
Wed, 23 Sept - Thu, 8 Oct
SIN
Singapore
ORD
Chicago
S$1,376 Return, found 6 hours ago
S$1,376
Return
found 6 hours ago
Select Cathay Pacific flight, departing Wed, 23 Sept from Singapore to Chicago, returning Thu, 8 Oct, priced at S$1,376 found 6 hours ago
Air India
Thu, 19 Feb - Wed, 11 Mar
SIN
Singapore
ORD
Chicago
S$1,388 Return, found 3 hours ago
S$1,388
Return
found 3 hours ago
Select Air India flight, departing Thu, 19 Feb from Singapore to Chicago, returning Wed, 11 Mar, priced at S$1,388 found 3 hours ago
All Nippon Airways
Tue, 18 Aug - Wed, 2 Sept
SIN
Singapore
ORD
Chicago
S$1,407 Return, found 8 hours ago
S$1,407
Return
found 8 hours ago
Select All Nippon Airways flight, departing Tue, 18 Aug from Singapore to Chicago, returning Wed, 2 Sept, priced at S$1,407 found 8 hours ago
EVA Airways
Thu, 12 Mar - Mon, 23 Mar
SIN
Singapore
ORD
Chicago
S$1,427 Return, found 5 hours ago
S$1,427
Return
found 5 hours ago
Select EVA Airways flight, departing Thu, 12 Mar from Singapore to Chicago, returning Mon, 23 Mar, priced at S$1,427 found 5 hours ago
Turkish Airlines
Tue, 31 Mar - Wed, 15 Apr
SIN
Singapore
ORD
Chicago
S$1,436 Return, found 10 hours ago
S$1,436
Return
found 10 hours ago
Select Turkish Airlines flight, departing Tue, 31 Mar from Singapore to Chicago, returning Wed, 15 Apr, priced at S$1,436 found 10 hours ago
Japan Airlines
Thu, 17 Sept - Fri, 2 Oct
SIN
Singapore
ORD
Chicago
S$1,507 Return, found 6 hours ago
S$1,507
Return
found 6 hours ago
Select Japan Airlines flight, departing Thu, 17 Sept from Singapore to Chicago, returning Fri, 2 Oct, priced at S$1,507 found 6 hours ago

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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 S$1,931
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from S$1,931
Singapore to Chicago route information
Origin airport
Changi
Destination airport
O'Hare Intl.
Return price
S$1,158
Distance
14962 km

Perfect flights from Singapore to Chicago

Your Journey from Singapore to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Singapore to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Etihad Airways, United, Korean Air, Delta, Air India, All Nippon Airways, Cathay Pacific, EVA Airways, Turkish Airlines, Air Canada, Japan Airlines. Our selection of flights from Changi to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Singapore to Chicago Flights

Experience the joy of finding cheap flights from Changi to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$739 and roundtrip prices from S$1,159*.
 

Pre-Flight Essentials

Ensure a smooth journey from Singapore to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Singapore to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Singapore to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Singapore to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Singapore to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Explore a world of travel with Expedia

Chicago Airports

Chicago

Singapore to O'Hare Intl.
S$1,158.41
Singapore to Midway Intl.
S$1,552.90

Madison

Singapore to Dane County Regional
S$1,497.00

Milwaukee

Singapore to General Mitchell Intl.
S$1,989.80
*Available to Expedia members.