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Lowest round trip fares by airline from San Francisco and Chicago

Cheapest prices ($59 One Way, $98 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $98 per night from May 28 to May 29
$98
per night
May 28 - May 29
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! (1,010 reviews)
"Very cozy!"

Reviewed on Apr 28, 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 $119 per night from May 2 to May 3
$119
per night
May 2 - May 3
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 (1,639 reviews)
"I love thz place"

Reviewed on Apr 29, 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 $60 per night from May 2 to May 3
$60
per night
May 2 - May 3
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! (1,162 reviews)
"Good"

Reviewed on May 1, 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
76
Earliest Flight Departure Date
May 8
Latest Flight Departure Date
May 9
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.

*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.