Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

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 ($57 One Way, $114 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jul 27
OAK
Oakland
ORD
Chicago
$57
Spirit Airlines
Tue, Sep 14
SFO
San Francisco
ORD
Chicago
$99
United
Sat, Sep 25
SFO
San Francisco
ORD
Chicago
$106
American Airlines
Tue, Sep 14
SJC
San Jose
ORD
Chicago
$108
American Airlines
Wed, Nov 3
SFO
San Francisco
MDW
Chicago
$109
Delta
Wed, Aug 18 - Sun, Aug 22
OAK
Oakland
ORD
Chicago
$114
Spirit Airlines
Sat, Sep 25 - Sat, Oct 2
SFO
San Francisco
ORD
Chicago
$197
Bargain Flight
Tue, Sep 28 - Tue, Oct 5
SFO
San Francisco
ORD
Chicago
$197
Alaska Airlines
Sat, Sep 25 - Sat, Oct 2
SFO
San Francisco
ORD
Chicago
$205
American Airlines
Wed, Sep 1 - Sat, Sep 4
SJC
San Jose
MDW
Chicago
$212
Bargain Flight

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL
The price is $94 per night from May 16 to May 16
Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...
4.3/5Excellent! (15 reviews)
"I like the bunk beds- so interesting. I love the location. It is close to everything. You are in the heart of the city with lots of activities to do! The staff from day one have been so rude, so cold in attitude just unpleasant but I have tried to beasrespectful and polite as I can possibly be - ..."

Reviewed on Sep 21, 2020

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 $79 per night from May 16 to May 16
Located in The Loop, this hotel is steps from Columbia College Chicago, Grant Park, and State Street. Art Institute of Chicago and Buckingham Fountain are also ...
3.1/5 (9 reviews)
"I liked the close proximity to downtown, Chicago. The two restaurants on the property as well as close parking in which you would need to pay."

Reviewed on Sep 25, 2020

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 $40 per night from May 18 to May 18
Situated in Elk Grove Village, this motel is 2.1 mi (3.3 km) from Lake Park and 2.8 mi (4.6 km) from Allstate Arena. Apache Park is 2.9 mi (4.7 km) away.
3.8/5Good! (13 reviews)
"Really nice and clean place. The parking lot was clear."

Reviewed on Feb 23, 2021

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.

Flights Review

Mar 20, 2018

What free bag I was charged for both long time united card Ember too

A verified traveler
San Jose to Chicago · United

Fly From San Francisco to Chicago

Origin San Francisco
Destination Chicago
Number of Daily Flights 38
Earliest Flight Departure Date May 21
Latest Flight Departure Date May 22
Popular Airlines Alaska 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.

*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.