Latest Flight Deals to Sterling
Check out the cheapest flights to Chicago and enjoy the best deals to Sterling
63% 

Chicago
S$ 490 per passenger
Departing on Fri, Apr 4
One-way flight operated by Sichuan Airlines
The connecting flight operated by Sichuan Airlines departs from Kuala Lumpur International Airport on Fri, Apr 4 and arrives at O'Hare International Airport.
Price starts from S$ 490, including taxes and fees.
Kuala LumpurChicago

One way
Economy

Fri, Apr 4
S$ 490
S$ 1,319
70% 

Chicago
S$ 497 per passenger
Departing on Tue, Apr 15
One-way flight operated by Air Canada
The connecting flight operated by Air Canada departs from Incheon International Airport on Tue, Apr 15 and arrives at Midway International Airport.
Price starts from S$ 497, including taxes and fees.
SeoulChicago

One way
Economy

Tue, Apr 15
S$ 497
S$ 1,650
66% 

Chicago
S$ 527 per passenger
Departing on Tue, Apr 15
One-way flight operated by Sichuan Airlines
The connecting flight operated by Sichuan Airlines departs from Suvarnabhumi Airport on Tue, Apr 15 and arrives at O'Hare International Airport.
Price starts from S$ 527, including taxes and fees.
BangkokChicago

One way
Economy

Tue, Apr 15
S$ 527
S$ 1,567
65% 

Chicago
S$ 586 per passenger
Departing on Tue, Apr 1
One-way flight operated by Sichuan Airlines
The connecting flight operated by Sichuan Airlines departs from Shanghai Pudong International Airport on Tue, Apr 1 and arrives at O'Hare International Airport.
Price starts from S$ 586, including taxes and fees.
ShanghaiChicago

One way
Economy

Tue, Apr 1
S$ 586
S$ 1,693
65% 

Chicago
S$ 593 per passenger
Departing on Sun, Mar 23
One-way flight operated by Air China
The connecting flight operated by Air China departs from Singapore Changi Airport on Sun, Mar 23 and arrives at O'Hare International Airport.
Price starts from S$ 593, including taxes and fees.
SingaporeChicago

One way
Economy

Sun, Mar 23
S$ 593
S$ 1,697
57% 

Chicago
S$ 596 per passenger
Departing on Mon, Mar 17
One-way flight operated by China Southern Airlines
The connecting flight operated by China Southern Airlines departs from Soekarno-Hatta International Airport on Mon, Mar 17 and arrives at O'Hare International Airport.
Price starts from S$ 596, including taxes and fees.
JakartaChicago

One way
Economy

Mon, Mar 17
S$ 596
S$ 1,382
Round-trip fights to Sterling
Check out return flights to Chicago and enjoy a 3–7 day trip to Sterling
Sterling
S$ 960 per passenger
Departing on Fri, Mar 28, returning on Tue, Apr 1
Round-trip flight operated by Asiana Airlines and Frontier Airlines
Outbound connecting flight operated by Asiana Airlines departs from Incheon International Airport on Fri, Mar 28 and arrives in Midway International Airport.
Inbound connecting flight operated by Frontier Airlines departs from Midway International Airport on Tue, Apr 1 and arrives in Incheon International Airport.
Price starts from S$ 960, including taxes and charges.
5 Day Trip
Fri, Mar 28 - Tue, Apr 1
5 Day Trip
Seoul
Chicago
S$ 960
Sterling
S$ 1,007 per passenger
Departing on Sun, Mar 30, returning on Sat, Apr 5
Round-trip flight operated by Air China and American Airlines
Outbound connecting flight operated by Air China departs from Singapore Changi Airport on Sun, Mar 30 and arrives in O'Hare International Airport.
Inbound connecting flight operated by American Airlines departs from O'Hare International Airport on Sat, Apr 5 and arrives in Singapore Changi Airport.
Price starts from S$ 1,007, including taxes and charges.
7 Day Trip
Sun, Mar 30 - Sat, Apr 5
7 Day Trip
Singapore
Chicago
S$ 1,007
Sterling
S$ 1,154 per passenger
Departing on Mon, Mar 31, returning on Sun, Apr 6
Round-trip flight operated by Sichuan Airlines and United Airlines
Outbound connecting flight operated by Sichuan Airlines departs from Shanghai Pudong International Airport on Mon, Mar 31 and arrives in O'Hare International Airport.
Inbound connecting flight operated by United Airlines departs from O'Hare International Airport on Sun, Apr 6 and arrives in Shanghai Pudong International Airport.
Price starts from S$ 1,154, including taxes and charges.
7 Day Trip
Mon, Mar 31 - Sun, Apr 6
7 Day Trip
Shanghai
Chicago
S$ 1,154
Sterling
S$ 1,202 per passenger
Departing on Sat, May 3, returning on Wed, May 7
Round-trip flight operated by Philippine Airlines and American Airlines
Outbound connecting flight operated by Philippine Airlines departs from Suvarnabhumi Airport on Sat, May 3 and arrives in O'Hare International Airport.
Inbound connecting flight operated by American Airlines departs from O'Hare International Airport on Wed, May 7 and arrives in Suvarnabhumi Airport.
Price starts from S$ 1,202, including taxes and charges.
5 Day Trip
Sat, May 3 - Wed, May 7
5 Day Trip
Bangkok
Chicago
S$ 1,202
Sterling
S$ 1,318 per passenger
Departing on Tue, Apr 1, returning on Sun, Apr 6
Round-trip flight operated by Sichuan Airlines and United Airlines
Outbound connecting flight operated by Sichuan Airlines departs from Kuala Lumpur International Airport on Tue, Apr 1 and arrives in O'Hare International Airport.
Inbound connecting flight operated by United Airlines departs from O'Hare International Airport on Sun, Apr 6 and arrives in Kuala Lumpur International Airport.
Price starts from S$ 1,318, including taxes and charges.
6 Day Trip
Tue, Apr 1 - Sun, Apr 6
6 Day Trip
Kuala Lumpur
Chicago
S$ 1,318
Sterling
S$ 1,398 per passenger
Departing on Tue, Apr 22, returning on Sun, Apr 27
Round-trip flight operated by Eva Air and Eva Air
Outbound connecting flight operated by Eva Air departs from Soekarno-Hatta International Airport on Tue, Apr 22 and arrives in O'Hare International Airport.
Inbound connecting flight operated by Eva Air departs from O'Hare International Airport on Sun, Apr 27 and arrives in Soekarno-Hatta International Airport.
Price starts from S$ 1,398, including taxes and charges.
6 Day Trip
Tue, Apr 22 - Sun, Apr 27
6 Day Trip
Jakarta
Chicago
S$ 1,398
View more return flights
Direct flights to Sterling
Check out non-stop flights to Chicago to find the fastest route to Sterling!
Mon, Mar 17
Seoul(SEL)Chicago(CHI)

Economy
S$ 1,427
Search
View more direct flights
Airports in Sterling
Most visitors travel to Sterling via Chicago. Check out airports in Chicago now to choose the best flight deals and route!
- 24.74 km from central ChicagoCheapestO'Hare International AirportTickets FromS$ 593
- 12.76 km from central ChicagoClosestMidway International AirportTickets FromS$ 620
Find cheapest flight ticket to Sterling from Singapore
Cheapest direct flight price | S$ 685 |
---|---|
Off-season for travel | March |
Peak season for travel | December |
Flight distance | 15,077.88km |
Popular airline | Air India |
Cheapest month | June |
FAQs about Flights to Sterling
Payment Methods
Our Partners
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943