S$170 Cheap Flights from San Francisco to Chicago

View S$170 flight on Sun, 11 Jan, 2026Opens in a new window

Popular airlines from San Francisco Intl. Airport (SFO) to Chicago

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Cheap Flights from San Francisco to Chicago (SFO-CHI)

Prices were available within the past 7 days and start at S$170 for one-way flights and S$388 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$388 Return, found 5 days ago
S$388
Return
found 5 days ago
Select Delta flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$388 found 5 days ago
Delta
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
MDW
Chicago
S$396 Return, found 5 days ago
S$396
Return
found 5 days ago
Select Delta flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$396 found 5 days ago
Delta
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$396 Return, found 5 days ago
S$396
Return
found 5 days ago
Select Delta flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$396 found 5 days ago
American Airlines
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$425 Return, found 5 days ago
S$425
Return
found 5 days ago
Select American Airlines flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$425 found 5 days ago
American Airlines
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$433 Return, found 5 days ago
S$433
Return
found 5 days ago
Select American Airlines flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$433 found 5 days ago
American Airlines
Thu, 4 Jun - Thu, 18 Jun
SFO
San Francisco
ORD
Chicago
S$459 Return, found 6 days ago
S$459
Return
found 6 days ago
Select American Airlines flight, departing Thu, 4 Jun from San Francisco to Chicago, returning Thu, 18 Jun, priced at S$459 found 6 days ago
United
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$461 Return, found 5 days ago
S$461
Return
found 5 days ago
Select United flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$461 found 5 days ago
Delta
Wed, 17 Jun - Fri, 17 Jul
SFO
San Francisco
ORD
Chicago
S$467 Return, found 3 days ago
S$467
Return
found 3 days ago
Select Delta flight, departing Wed, 17 Jun from San Francisco to Chicago, returning Fri, 17 Jul, priced at S$467 found 3 days ago
United
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$468 Return, found 5 days ago
S$468
Return
found 5 days ago
Select United flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$468 found 5 days ago
American Airlines
Fri, 13 Feb - Mon, 16 Feb
SFO
San Francisco
ORD
Chicago
S$485 Return, found 5 days ago
S$485
Return
found 5 days ago
Select American Airlines flight, departing Fri, 13 Feb from San Francisco to Chicago, returning Mon, 16 Feb, priced at S$485 found 5 days ago

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Find the cheapest month to fly from San Francisco (SFO) to Chicago (CHI)

September is typically the cheapest month to fly

From S$169 - S$413 per traveller.

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$712
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from S$712
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city centre is 16 minutes. Flights from S$875
MDW
Midway Intl.
Closest
Average driving time to city centre16 min
Flights from S$875
San Francisco to Chicago route information
Origin airport
San Francisco Intl.
Destination airport
O'Hare Intl.
Return price
S$388
Distance
2947 km

Perfect flights from San Francisco to Chicago

Your Journey from San Francisco to Chicago

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With Expedia, you have access to a wide range of airlines, including Delta, United, American Airlines. Our selection of flights from San Francisco Intl. 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.
 

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Book Your Flight from San Francisco to Chicago with Confidence

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

Explore a world of travel with Expedia

San Francisco Airports

Oakland

Oakland Intl. to Chicago
S$1,629.60

San Jose

*Available to Expedia members.