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San Francisco International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from San Francisco International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from US$81 and round-trip from US$212. Based on Trip.com's latest 7-day flight data.

      • SFO 23:59
        9h 23m
        1 stop
        MDW 11:22
        San Francisco - Chicago | Mon, Nov 2 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Wed, Nov 4 | Frontier Airlines
        US$212 US$374
        43% off
        43% off
        US$374 US$212
      • SFO 06:00
        8h 19m
        1 stop
        MDW 16:19
        San Francisco - Chicago | Wed, Oct 21 | Delta Air Lines
        ORD 06:50
        8h 31m
        1 stop
        SFO 13:21
        Chicago - San Francisco | Fri, Oct 23 | Frontier Airlines
        US$241 US$374
        36% off
        36% off
        US$374 US$241
      • SFO 22:48
        10h 10m
        1 stop
        MDW 10:58
        San Francisco - Chicago | Wed, Oct 21 | Frontier Airlines
        ORD 06:50
        8h 31m
        1 stop
        SFO 13:21
        Chicago - San Francisco | Fri, Oct 23 | Frontier Airlines
        US$253 US$374
        32% off
        32% off
        US$374 US$253
      • SFO 23:52
        9h 30m
        1 stop
        MDW 11:22
        San Francisco - Chicago | Tue, Nov 3 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Sat, Nov 7 | Frontier Airlines
        US$256
        32% off
        US$374 US$256
      • SFO 23:52
        9h 33m
        1 stop
        MDW 11:25
        San Francisco - Chicago | Wed, Nov 4 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Sat, Nov 7 | Frontier Airlines
        US$256
        32% off
        US$374 US$256
      • SFO 23:52
        9h 30m
        1 stop
        MDW 11:22
        San Francisco - Chicago | Tue, Nov 17 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Mon, Nov 23 | Frontier Airlines
        US$256
        32% off
        US$374 US$256
      • SFO 23:52
        9h 30m
        1 stop
        MDW 11:22
        San Francisco - Chicago | Mon, Nov 9 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Sat, Nov 14 | Frontier Airlines
        US$256
        32% off
        US$374 US$256
      • SFO 23:52
        9h 30m
        1 stop
        MDW 11:22
        San Francisco - Chicago | Tue, Nov 10 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Tue, Nov 17 | Frontier Airlines
        US$256
        32% off
        US$374 US$256
      • SFO 23:52
        9h 33m
        1 stop
        MDW 11:25
        San Francisco - Chicago | Wed, Nov 11 | Frontier Airlines
        ORD 06:30
        6h 47m
        1 stop
        SFO 11:17
        Chicago - San Francisco | Mon, Nov 16 | Frontier Airlines
        US$256
        32% off
        US$374 US$256
      • SFO 23:59
        12h 36m
        1 stop
        MDW 14:35
        San Francisco - Chicago | Tue, Oct 27 | Frontier Airlines
        ORD 10:26
        9h 29m
        1 stop
        SFO 17:55
        Chicago - San Francisco | Thu, Oct 29 | Frontier Airlines
        US$264
        28% off
        US$374 US$264
      • SFO 13:00
        17h 25m
        1 stop
        CHI 14:00
        San Francisco - Chicago | Thu, Oct 8 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        SFO 16:00
        Chicago - San Francisco | Sat, Oct 10 | Normal Airline
        Find more flights
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      • SFO 22:48
        10h 10m
        1 stop
        MDW 10:58
        San Francisco - Chicago | Tue, Nov 24 | Frontier Airlines
        US$81 US$168
        52% off
        52% off
        US$168 US$81
      • SFO 23:58
        10h 1m
        1 stop
        MDW 11:59
        San Francisco - Chicago | Wed, Oct 7 | Frontier Airlines
        US$102 US$168
        39% off
        39% off
        US$168 US$102
      • SFO 23:52
        9h 33m
        1 stop
        MDW 11:25
        San Francisco - Chicago | Fri, Nov 13 | Frontier Airlines
        US$111 US$168
        34% off
        34% off
        US$168 US$111
      • SFO 06:00
        8h 39m
        1 stop
        MDW 16:39
        San Francisco - Chicago | Sat, Nov 14 | Delta Air Lines
        US$115
        32% off
        US$168 US$115
      • SFO 23:59
        10h 18m
        1 stop
        MDW 12:17
        San Francisco - Chicago | Fri, Oct 16 | Frontier Airlines
        US$118
        30% off
        US$168 US$118
      • SFO 06:00
        8h 15m
        1 stop
        MDW 16:15
        San Francisco - Chicago | Wed, Oct 7 | Delta Air Lines
        US$119
        28% off
        US$168 US$119
      • SFO 23:59
        10h 6m
        1 stop
        MDW 12:05
        San Francisco - Chicago | Tue, Nov 24 | Delta Air Lines
        US$122
        27% off
        US$168 US$122
      • SFO 13:00
        17h 25m
        1 stop
        CHI 14:00
        San Francisco - Chicago | Thu, Oct 8 | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from San Francisco International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from San Francisco International Airport to Chicago Midway International Airport?

The cheapest airline flying from San Francisco International Airport to Chicago Midway International Airport is Frontier Airlines (from US$81) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From US$81
Delta Air Lines
From US$121
Hahn Air
From US$148

Find more flights and airlines

What is the flight schedule from San Francisco International Airport to Chicago Midway International Airport?

Check the schedule for flights from San Francisco to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2789

    San Francisco International Airport

    00:40

    SFO

    3h 40m

    Nonstop

    06:20

    MSP

    S - - W T F -
    Search

  2. DL4712

    Minneapolis-Saint Paul International Airport

    07:00

    MSP

    1h 49m

    Nonstop

    08:49

    MDW

    S M T W T F S

  3. DL570

    San Francisco International Airport

    06:00

    SFO

    4h 39m

    Nonstop

    13:39

    ATL

    S M T W T F S
    Search

  4. DL1728

    Hartsfield–Jackson Atlanta International Airport

    15:30

    ATL

    1h 55m

    Nonstop

    16:25

    MDW

    S M T W T F S

  5. DL335

    San Francisco International Airport

    22:59

    SFO

    4h 31m

    Nonstop

    06:30

    DTW

    S M T W T F S
    Search

  6. DL4684

    Detroit Metropolitan Wayne County Airport

    09:10

    DTW

    1h 36m

    Nonstop

    09:46

    MDW

    S M T W T F S

  7. DL2178

    San Francisco International Airport

    06:15

    SFO

    3h 42m

    Nonstop

    11:57

    MSP

    S M T W T F S
    Search

  8. DL4714

    Minneapolis-Saint Paul International Airport

    15:08

    MSP

    1h 39m

    Nonstop

    16:47

    MDW

    S M T W T F S

  9. F92930

    San Francisco International Airport

    09:56

    SFO

    3h 38m

    Nonstop

    15:34

    DFW

    S M T W T F S
    Search

  10. F92882

    Dallas Fort Worth International Airport

    05:15

    DFW

    2h 22m

    Nonstop

    07:37

    MDW

    S - - W T F S

  11. F91448

    San Francisco International Airport

    22:05

    SFO

    4h 45m

    Nonstop

    05:50

    ATL

    S M T W T F S
    Search

  12. F92779

    Hartsfield–Jackson Atlanta International Airport

    16:55

    ATL

    1h 56m

    Nonstop

    17:51

    MDW

    - M T W - - S

  13. DL690

    San Francisco International Airport

    23:45

    SFO

    4h 36m

    Nonstop

    07:21

    ATL

    S M T W T F S
    Search

  14. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Nonstop

    11:56

    MDW

    S M T W T - S
Find more flights and airlines

About San Francisco International Airport and Chicago Midway International Airport

Learn about San Francisco International Airport (SFO) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 2,983.13 km
Cheapest one-way ticket price US$81
Cheapest return ticket price US$212

FAQs for San Francisco International Airport to Chicago Midway International Airport Flights

  • How long is the flight from San Francisco International Airport to Chicago Midway International Airport?

    San Francisco International Airport to Chicago Midway International Airport takes about 3 hours 45 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 2 daily flights from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW).
  • The earliest flight from San Francisco International Airport to Chicago Midway International Airport departs at 05:35, and the last departs at 23:40, with about 7 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around US$306 in October, the most expensive month to book this route.
  • The earliest flight departs from San Francisco International Airport (SFO) at 06:05 and arrives in Chicago Midway International Airport (MDW) at 12:10.
    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from San Francisco International Airport to Chicago Midway International Airport currently start from US$81, and round-trip fares start from US$212. The current lowest fare is a Frontier Airlines flight departing on Tue, Nov 24; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from San Francisco International Airport to Chicago Midway International Airport is US$205. Prices may vary depending on the departure date, airline, and availability.
  • Enter San Francisco International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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