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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 CAD 142 and round-trip from CAD 303. Based on Trip.com's latest 7-day flight data.

      • SFO 23:58
        10h 1m
        1 stop
        MDW 11:59
        San Francisco - Chicago | Sat, Oct 3 | Frontier Airlines
        MDW 12:54
        11h 34m
        1 stop
        SFO 22:28
        Chicago - San Francisco | Mon, Oct 5 | Frontier Airlines
        CAD 303 CAD 442
        31% off
        31% off
        CAD 442 CAD 303
      • 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
        CAD 339 CAD 442
        23% off
        23% off
        CAD 442 CAD 339
      • SFO 23:59
        10h 18m
        1 stop
        MDW 12:17
        San Francisco - Chicago | Wed, Oct 21 | Frontier Airlines
        ORD 20:01
        15h 53m
        1 stop
        SFO 09:54
        Chicago - San Francisco | Wed, Oct 28 | Frontier Airlines
        CAD 345 CAD 442
        22% off
        22% off
        CAD 442 CAD 345
      • SFO 21:55
        10h 8m
        1 stop
        MDW 10:03
        San Francisco - Chicago | Mon, Oct 12 | Delta Air Lines
        ORD 17:29
        7h 9m
        1 stop
        SFO 22:38
        Chicago - San Francisco | Wed, Oct 14 | Delta Air Lines
        CAD 346
        22% off
        CAD 442 CAD 346
      • SFO 23:58
        10h 1m
        1 stop
        MDW 11:59
        San Francisco - Chicago | Thu, Oct 1 | Frontier Airlines
        ORD 16:35
        7h 53m
        1 stop
        SFO 22:28
        Chicago - San Francisco | Sat, Oct 3 | Frontier Airlines
        CAD 348
        21% off
        CAD 442 CAD 348
      • SFO 22:48
        10h 10m
        1 stop
        MDW 10:58
        San Francisco - Chicago | Mon, Oct 19 | Frontier Airlines
        ORD 11:06
        7h 51m
        1 stop
        SFO 16:57
        Chicago - San Francisco | Wed, Oct 21 | Frontier Airlines
        CAD 353
        20% off
        CAD 442 CAD 353
      • SFO 21:55
        9h 54m
        1 stop
        MDW 09:49
        San Francisco - Chicago | Mon, Sep 28 | Delta Air Lines
        ORD 14:50
        9h 31m
        1 stop
        SFO 22:21
        Chicago - San Francisco | Wed, Sep 30 | Delta Air Lines
        CAD 354
        20% off
        CAD 442 CAD 354
      • SFO 13:00
        17h 25m
        1 stop
        CHI 14:00
        San Francisco - Chicago | Fri, Sep 25 | Normal Airline
        CHI 15:00
        6h
        Direct
        SFO 16:00
        Chicago - San Francisco | Sun, Sep 27 | Normal Airline
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      • SFO 23:58
        10h 1m
        1 stop
        MDW 11:59
        San Francisco - Chicago | Sat, Sep 26 | Frontier Airlines
        CAD 142 CAD 215
        34% off
        34% off
        CAD 215 CAD 142
      • SFO 23:52
        9h 30m
        1 stop
        MDW 11:22
        San Francisco - Chicago | Tue, Nov 3 | Frontier Airlines
        CAD 162 CAD 215
        25% off
        25% off
        CAD 215 CAD 162
      • SFO 06:05
        8h 42m
        1 stop
        MDW 16:47
        San Francisco - Chicago | Wed, Oct 21 | Delta Air Lines
        CAD 170 CAD 215
        21% off
        21% off
        CAD 215 CAD 170
      • SFO 22:30
        9h 33m
        1 stop
        MDW 10:03
        San Francisco - Chicago | Tue, Oct 20 | Delta Air Lines
        CAD 172
        20% off
        CAD 215 CAD 172
      • SFO 06:05
        8h 42m
        1 stop
        MDW 16:47
        San Francisco - Chicago | Sat, Oct 31 | Delta Air Lines
        CAD 172
        20% off
        CAD 215 CAD 172
      • SFO 23:30
        8h 33m
        1 stop
        MDW 10:03
        San Francisco - Chicago | Sat, Oct 10 | Delta Air Lines
        CAD 173
        20% off
        CAD 215 CAD 173
      • SFO 22:59
        8h 8m
        1 stop
        MDW 09:07
        San Francisco - Chicago | Sat, Sep 26 | Delta Air Lines
        CAD 174
        19% off
        CAD 215 CAD 174
      • SFO 13:00
        17h 25m
        1 stop
        CHI 14:00
        San Francisco - Chicago | Fri, Sep 25 | Normal Airline
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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 data.

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 CAD 115) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From CAD 115
Delta Air Lines
From CAD 163
Alaska Airlines
From CAD 205
Hahn Air
From CAD 209

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. DL2178

    San Francisco International Airport

    06:15

    SFO

    3h 42m

    Direct

    11:57

    MSP

    S M T W T F S
    Search

  2. DL4714

    Minneapolis-Saint Paul International Airport

    15:00

    MSP

    1h 50m

    Direct

    16:50

    MDW

    S M T W T F S

  3. DL335

    San Francisco International Airport

    22:59

    SFO

    4h 31m

    Direct

    06:30

    DTW

    S M T W T F S
    Search

  4. DL4684

    Detroit Metropolitan Wayne County Airport

    09:10

    DTW

    1h 36m

    Direct

    09:46

    MDW

    S M T W T F S

  5. DL495

    San Francisco International Airport

    22:30

    SFO

    4h 37m

    Direct

    06:07

    ATL

    S M T W T F S
    Search

  6. DL1063

    Hartsfield–Jackson Atlanta International Airport

    08:55

    ATL

    1h 54m

    Direct

    09:49

    MDW

    S M T W T - S

  7. F92930

    San Francisco International Airport

    10:11

    SFO

    3h 38m

    Direct

    15:49

    DFW

    S M T W T F S
    Search

  8. F92882

    Dallas Fort Worth International Airport

    07:00

    DFW

    2h 26m

    Direct

    09:26

    MDW

    S - - W T F S

  9. F91448

    San Francisco International Airport

    22:05

    SFO

    4h 45m

    Direct

    05:50

    ATL

    S M T W T F S
    Search

  10. F92779

    Hartsfield–Jackson Atlanta International Airport

    16:55

    ATL

    1h 56m

    Direct

    17:51

    MDW

    S M T W T F S
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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 distance2,983.13km
Cheapest one-way ticket priceCAD 142
Cheapest return ticket priceCAD 303

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 46 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 6 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 CAD 434 in September, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • One-way flights from San Francisco International Airport to Chicago Midway International Airport currently start from CAD 142, and round-trip fares start from CAD 303. The current lowest fare is a Frontier Airlines flight departing on Sat, Sep 26; 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 CAD 247. 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.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are the estimated lowest prices and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please visit the customer support pages.