Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights


Selected fares from San Francisco to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from San Francisco to Chicago

Origin Airport IATA Code SJC
Destination Airport IATA Code MDW
Flight Price $138
Distance 2,933 km

San Francisco (SJC) to Chicago (CHI)

What?! A trip to Chicago! You will definitely need a ticket to Chicago then. We suppose you could ride a bike for most of it, but you probably are on a bit of a schedule. Good thing you found us. Hotwire can get you a great rate on your ticket from SJC to CHI.

How do I get the best price on my ticket fromSan Francisco to Chicago?

We've been doing this for years, so we know a few ways to snag the best price on your flight to Chicago. You can pocket that extra cash for more than just getting from point A to point B with a few simple steps.

Which days of the week are cheapest to fly?

It pays to be a weekday warrior. Tuesday and Wednesday typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most people like to come back on Sunday so you can save by leaving a day earlier.

What's the Saturday night stay rule?

If you stay through the weekend, generally that return ticket to SJC can be cheaper since you'll be leaving earlier in the week. All those business travelers have less elastic schedules, so that means more savings for you. Of course, we don't want to twist your rubber arm or anything.

Can you save while traveling during the off-peak season?

Have good weather, will travel. For example, Europe, Hawaii, and Alaska are big hits in the summer. During spring, New Orleans, Florida, and California open their arms to tourists. Winter is prime for Mexico and the Caribbean because of its warm weather, as well as ski and snowboard destinations like the Colorado Rockies. During autumn, Northern California, the Pacific Northwest, and New England draw visitors. Flying during less popular periods can mean extra money in your wallet -- yes, please!

Jump on that great rate

Airline carriers change their rates seemingly by the minute. If a price you love pops up, then book it. You're not the only traveler waiting a superb deal on a flight from San Francisco to Chicago. You may lose your chance to get the carrier and the time you want.

Are there any other ways to save?

The Hotwire Hot Rate is what makes us one of the best bargains out there. You'll get one of the best rates on your ticket to Chicago from San Francisco. After your purchase, you'll get the time and name of the airline, but with a little risk you can get huge savings.

Book your flight today

Try these tips before you reserve your next flight from San Francisco to Chicago. You may have enough money back in your wallet to add something that makes this holiday extra awesome ... or you can roll that money over and put it toward your next trip out of San Francisco.

Map

^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.