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Cheap flight deals from San Francisco to Chicago Starting at SGD 48

For as little as SGD 48, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from San Francisco below.

  • One way
  • Round-trip
      • Cheapest nonstop
        SFO14:52
        4h 17m
        Nonstop
        ORD21:09
        Tue, Apr 15|San Francisco - Chicago|American Airlines
        SGD 119SGD 143
        17% OFF
        17% OFF
        SGD 143SGD 119

        Choose American Airlines flights from San Francisco to Chicago. The one-way direct flight with American Airlines departs from San Francisco International Airport on Tue, Apr 15, arriving at O'Hare International Airport. One-way Prices start from SGD 119 including taxes and charges.

      • SFO23:59
        4h 21m
        Nonstop
        ORD06:20
        Tue, Apr 22|San Francisco - Chicago|American Airlines
        SGD 119SGD 143
        17% OFF
        17% OFF
        SGD 143SGD 119

        Choose American Airlines flights from San Francisco to Chicago. The one-way direct flight with American Airlines departs from San Francisco International Airport on Tue, Apr 22, arriving at O'Hare International Airport. One-way Prices start from SGD 119 including taxes and charges.

      • SFO19:46
        15h 39m
        1 stop
        ORD13:25
        Tue, Mar 4|San Francisco - Chicago|Frontier Airlines
        SGD 48SGD 143
        66% OFF
        66% OFF
        SGD 143SGD 48

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Tue, Mar 4, arriving at O'Hare International Airport. One-way Prices start from SGD 48 including taxes and charges.

      • SFO06:40
        15h 37m
        1 stop
        MDW00:17
        Wed, Mar 19|San Francisco - Chicago|Frontier Airlines
        SGD 53
        SGD 53

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Wed, Mar 19, arriving at Midway International Airport. One-way Prices start from SGD 53 including taxes and charges.

      • SFO11:12
        11h 11m
        1 stop
        ORD00:23
        Tue, Mar 11|San Francisco - Chicago|Frontier Airlines
        SGD 53
        SGD 53

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Tue, Mar 11, arriving at O'Hare International Airport. One-way Prices start from SGD 53 including taxes and charges.

      • SFO06:40
        16h 4m
        1 stop
        ORD00:44
        Wed, Mar 26|San Francisco - Chicago|Frontier Airlines
        SGD 54
        SGD 54

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Wed, Mar 26, arriving at O'Hare International Airport. One-way Prices start from SGD 54 including taxes and charges.

      • SFO14:53
        7h 24m
        1 stop
        MDW00:17
        Wed, Feb 26|San Francisco - Chicago|Frontier Airlines
        SGD 55
        SGD 55

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Wed, Feb 26, arriving at Midway International Airport. One-way Prices start from SGD 55 including taxes and charges.

      • SFO06:00
        16h 17m
        1 stop
        MDW00:17
        Wed, Mar 5|San Francisco - Chicago|Frontier Airlines
        SGD 55
        SGD 55

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Wed, Mar 5, arriving at Midway International Airport. One-way Prices start from SGD 55 including taxes and charges.

      • SFO06:00
        16h 44m
        1 stop
        ORD00:44
        Mon, Mar 10|San Francisco - Chicago|Frontier Airlines
        SGD 57
        SGD 57

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Mon, Mar 10, arriving at O'Hare International Airport. One-way Prices start from SGD 57 including taxes and charges.

      • SFO06:00
        16h 17m
        1 stop
        MDW00:17
        Sat, Mar 1|San Francisco - Chicago|Frontier Airlines
        SGD 60
        SGD 60

        Choose Frontier Airlines flights from San Francisco to Chicago. The one-way connecting flight with Frontier Airlines departs from San Francisco International Airport on Sat, Mar 1, arriving at Midway International Airport. One-way Prices start from SGD 60 including taxes and charges.

      • SFO01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Thu, Feb 20|San Francisco - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

San Francisco to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. F94000

    Frontier Airlines

    00:11

    SFO

    3.6h

    05:46

    DFW

    S-TWTFS
    Search

  2. F93242

    Frontier Airlines

    13:23

    DFW

    2.5h

    15:54

    ORD

    SMT-TF-

  3. F91230

    Frontier Airlines

    06:00

    SFO

    2.6h

    09:39

    DEN

    SMTWTFS
    Search

  4. F92210

    Frontier Airlines

    20:55

    DEN

    2.4h

    00:17

    MDW

    SMTWTFS

  5. F91230

    Frontier Airlines

    06:00

    SFO

    2.6h

    09:39

    DEN

    SMTWTFS
    Search

  6. F93172

    Frontier Airlines

    20:10

    DEN

    2.6h

    23:46

    ORD

    S-T-TF-

  7. F94158

    Frontier Airlines

    08:34

    SFO

    1.7h

    10:17

    LAS

    SMTWTFS
    Search

  8. F92330

    Frontier Airlines

    09:13

    LAS

    3.6h

    14:48

    MDW

    S-TWTFS

  9. F92638

    Frontier Airlines

    11:03

    SFO

    2.1h

    13:12

    PHX

    SMTWTFS
    Search

  10. F91830

    Frontier Airlines

    13:10

    PHX

    3.6h

    18:48

    ORD

    -M-W--S

  11. F92638

    Frontier Airlines

    11:03

    SFO

    2.1h

    13:12

    PHX

    SMTWTFS
    Search

  12. F91828

    Frontier Airlines

    10:40

    PHX

    3.6h

    16:15

    ORD

    S-T-TF-

  13. F91094

    Frontier Airlines

    16:17

    SFO

    2.7h

    20:00

    DEN

    SMTWTFS
    Search

  14. F92210

    Frontier Airlines

    20:55

    DEN

    2.4h

    00:17

    MDW

    SMTWTFS

  15. F93020

    Frontier Airlines

    16:39

    SFO

    1.7h

    18:20

    LAS

    SMTWTFS
    Search

  16. F92330

    Frontier Airlines

    09:13

    LAS

    3.6h

    14:48

    MDW

    S-TWTFS

  17. F93020

    Frontier Airlines

    16:39

    SFO

    1.7h

    18:20

    LAS

    SMTWTFS
    Search

  18. F92146

    Frontier Airlines

    23:25

    LAS

    3.8h

    05:10

    ORD

    SMTWTFS

  19. F93440

    Frontier Airlines

    20:52

    SFO

    2.8h

    00:38

    DEN

    SMTWTFS
    Search

  20. F93174

    Frontier Airlines

    20:59

    DEN

    2.5h

    00:32

    ORD

    -MTW-FS
Find more flights and airlines

When is the cheapest time to fly from San Francisco to Chicago?

These price trend charts carefully monitor and predict how flight prices from San Francisco to Chicago will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from San Francisco (SFO) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Francisco to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from San Francisco (SFO) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around SGD 313.

  • How long does it take to fly from San Francisco (SFO) to Chicago (CHI)?

    It takes about 9 hours 9 minutes to fly from San Francisco (SFO) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.

  • What time does the earliest flight from San Francisco to Chicago depart?

    The earliest flight departs from San Francisco (SFO) at 05:20 and arrives in Chicago (ORD) at 11:36.

  • What time does the latest flight from San Francisco to Chicago depart?

    The latest flight departs from San Francisco (SFO) at 18:45 and arrives in Chicago (ORD) at 01:11.

  • What are the most popular airlines that fly from San Francisco (SFO) to Chicago (CHI)?

    Airlines with flights from San Francisco (SFO) to Chicago (CHI): Air New Zealand, United Airlines, Qantas Airways, Singapore Airlines and American Airlines.

  • What's the most popular airline for non-stop flights from San Francisco (SFO) to Chicago (CHI)?

    Alaska Airlines operates 10 non-stop flights from San Francisco (SFO) to Chicago (CHI).

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from San Francisco to Chicago

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | San Francisco to Chicago

Cheapest direct flight priceSGD 48
Cheapest return ticket priceSGD 183
Off-season for travelMarch
Peak season for travelNovember
Flight distance2,987.76 km
Average flight time9 hours 9 minutes
Popular airlineAmerican Airlines

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