Cheap flights from San Francisco (SJC) to Chicago (CHI)

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Lowest round trip fares by airline from San Francisco and Chicago

Cheapest prices ($54 One Way, $108 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 7 - Tue, May 14
SFO
San Francisco
MDW
Chicago
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, May 7 from San Francisco to Chicago, returning Tue, May 14, priced at $108 found 3 days ago
Sat, May 18 - Tue, May 21
SJC
San Jose
ORD
Chicago
$140 Roundtrip, found 2 hours ago
$140
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, May 18 from San Jose to Chicago, returning Tue, May 21, priced at $140 found 2 hours ago
Fri, May 17 - Sat, May 18
SFO
San Francisco
ORD
Chicago
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, May 17 from San Francisco to Chicago, returning Sat, May 18, priced at $179 found 2 hours ago
Thu, May 9 - Mon, May 13
OAK
Oakland
ORD
Chicago
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 9 from Oakland to Chicago, returning Mon, May 13, priced at $186 found 4 days ago
Sat, May 18 - Wed, May 22
SFO
San Francisco
ORD
Chicago
$188 Roundtrip, found 2 hours ago
$188
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Sat, May 18 from San Francisco to Chicago, returning Wed, May 22, priced at $188 found 2 hours ago

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $71 per night from Apr 29 to Apr 30
$71
per night
Apr 29 - Apr 30
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,012 reviews)
"Everyone has been great!"

Reviewed on Apr 20, 2024

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $90 per night from Apr 29 to Apr 30
$90
per night
Apr 29 - Apr 30
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.2/10 (1,629 reviews)
"Perfect location to access local activities. Modest but clean accommodations."

Reviewed on Apr 22, 2024

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $65 per night from Apr 28 to Apr 29
$65
per night
Apr 28 - Apr 29
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,145 reviews)
"Short Uber ride to Rosemont faucet in tub was broken but the room was very clean and had wood not carpet. Staff was friendly"

Reviewed on Apr 24, 2024

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From San Francisco to Chicago

Origin
San Francisco
Destination
Chicago
Number of Daily Flights
81
Earliest Flight Departure Date
May 2
Latest Flight Departure Date
May 3
Popular Airlines
United Airlines

Cheap flights from San Francisco to Chicago

If you fly from San Francisco to Chicago, you will find quite a contrast between the hilly city of San Francisco and the flat city of Chicago. Dependable transportation will make it easy for you to visit all of Chicago's nearby attractions.

It is best to rent a car at Chicago O'Hare International Airport (ORD), then you can head over to Lake Park to get some fresh air. You can relax in the gazebo or stroll along the path next to Lake Opeka. When you have spent enough time enjoying nature, take your car into the city to see the sights.

Key Facts

If you want to spend some time near the airport, before heading into the city, you can visit Frank Lloyd Wright's studio and home in Oak Park. There you will be able to see Wright's drafting room in the studio. The Kohl Children's Museum in Glenview can easily be reached by car. The museum features interactive exhibits, such as an art exhibit where children can paint and play with clay.

Hints and Tips

The flight from San Francisco International Airport (SFO) to Chicago takes approximately four and a half hours. Visit the Chicago History Museum to learn about the city's transformation from a frontier town, into a bustling metropolis.

Flights from Cities near San Francisco

Flights to Cities near Chicago

Other Flights to Chicago

Other Flights from San Francisco

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.