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SJ International Airport to Midway International Airport flight

Explore the cheapest one-way and round-trip flights from SJ International Airport to Midway International Airport over the next 90 days, with one-way fares from CAD 173 and round-trip from CAD 374. Based on Trip.com's latest 7-day flight data.

    • SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Fri, Dec 4 | Delta Air Lines
      ORD 2:25 PM
      9h 46m
      1 stop
      SJC 10:11 PM
      Chicago - San Jose | Mon, Dec 7 | Delta Air Lines
      CAD 374 CAD 527
      28% off
      28% off
      CAD 527 CAD 374
    • SJC 10:30 PM
      9h 58m
      1 stop
      MDW 10:28 AM
      San Jose - Chicago | Fri, Dec 11 | Delta Air Lines
      ORD 7:45 AM
      9h 47m
      1 stop
      SJC 3:32 PM
      Chicago - San Jose | Mon, Dec 14 | Delta Air Lines
      CAD 376 CAD 527
      28% off
      28% off
      CAD 527 CAD 376
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Sun, Dec 6 | Delta Air Lines
      ORD 7:45 AM
      8h 29m
      1 stop
      SJC 2:14 PM
      Chicago - San Jose | Wed, Dec 9 | Delta Air Lines
      CAD 412 CAD 527
      22% off
      22% off
      CAD 527 CAD 412
    • SJC 6:30 AM
      7h 46m
      1 stop
      MDW 4:16 PM
      San Jose - Chicago | Thu, Dec 3 | Delta Air Lines
      ORD 5:30 AM
      8h 25m
      1 stop
      SJC 11:55 AM
      Chicago - San Jose | Sun, Dec 6 | Delta Air Lines
      CAD 416
      21% off
      CAD 527 CAD 416
    • SJC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      San Jose - Chicago | Wed, Nov 4 | Normal Airline
      CHI 3:00 PM
      6h
      Nonstop
      SJC 4:00 PM
      Chicago - San Jose | Fri, Nov 6 | Normal Airline
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    • Cheapest
      SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Thu, Dec 17 | Delta Air Lines
      CAD 173 CAD 325
      47% off
      47% off
      CAD 325 CAD 173
    • SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Tue, Dec 15 | Delta Air Lines
      CAD 249 CAD 325
      23% off
      23% off
      CAD 325 CAD 249
    • SJC 10:30 PM
      9h 58m
      1 stop
      MDW 10:28 AM
      San Jose - Chicago | Mon, Dec 7 | Delta Air Lines
      CAD 250 CAD 325
      23% off
      23% off
      CAD 325 CAD 250
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Wed, Dec 16 | Delta Air Lines
      CAD 250
      23% off
      CAD 325 CAD 250
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Mon, Dec 14 | Delta Air Lines
      CAD 250
      23% off
      CAD 325 CAD 250
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Wed, Dec 9 | Delta Air Lines
      CAD 250
      23% off
      CAD 325 CAD 250
    • SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Wed, Dec 2 | Delta Air Lines
      CAD 252
      22% off
      CAD 325 CAD 252
    • SJC 6:30 AM
      7h 46m
      1 stop
      MDW 4:16 PM
      San Jose - Chicago | Tue, Dec 1 | Delta Air Lines
      CAD 256
      21% off
      CAD 325 CAD 256
    • SJC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      San Jose - Chicago | Wed, Nov 4 | Normal Airline
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    • SJC 6:30 AM
      7h 48m
      1 stop
      MDW 4:18 PM
      San Jose - Chicago | Thu, Nov 19 | Delta Air Lines
      CAD 501 CAD 1,218
      59% off
      59% off
      CAD 1,218 CAD 501
    • SJC 6:20 AM
      8h 19m
      1 stop
      MDW 4:39 PM
      San Jose - Chicago | Fri, Nov 20 | Delta Air Lines
      CAD 962 CAD 1,218
      21% off
      21% off
      CAD 1,218 CAD 962
    • SJC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      San Jose - Chicago | Wed, Nov 4 | Normal Airline
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    • SJC 6:30 AM
      7h 46m
      1 stop
      MDW 4:16 PM
      San Jose - Chicago | Tue, Dec 1 | Delta Air Lines
      CAD 256 CAD 325
      21% off
      21% off
      CAD 325 CAD 256
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Wed, Dec 16 | Delta Air Lines
      CAD 250 CAD 325
      23% off
      23% off
      CAD 325 CAD 250
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Mon, Dec 14 | Delta Air Lines
      CAD 250 CAD 325
      23% off
      23% off
      CAD 325 CAD 250
    • SJC 1:05 PM
      7h 49m
      1 stop
      MDW 10:54 PM
      San Jose - Chicago | Wed, Dec 9 | Delta Air Lines
      CAD 250
      23% off
      CAD 325 CAD 250
    • SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Thu, Dec 17 | Delta Air Lines
      CAD 173
      47% off
      CAD 325 CAD 173
    • SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Tue, Dec 15 | Delta Air Lines
      CAD 249
      23% off
      CAD 325 CAD 249
    • SJC 6:20 AM
      8h 30m
      1 stop
      MDW 4:50 PM
      San Jose - Chicago | Wed, Dec 2 | Delta Air Lines
      CAD 252
      22% off
      CAD 325 CAD 252
    • SJC 10:30 PM
      9h 58m
      1 stop
      MDW 10:28 AM
      San Jose - Chicago | Mon, Dec 7 | Delta Air Lines
      CAD 250
      23% off
      CAD 325 CAD 250
    • SJC 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      San Jose - Chicago | Wed, Nov 4 | Normal Airline
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Displayed flight fares from San Jose to Chicago 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 SJ International Airport to Midway International Airport?

The cheapest airline flying from SJ International Airport to Midway International Airport is Delta Air Lines (from CAD 173) among 5 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From CAD 173
Frontier Airlines
From CAD 262
Alaska Airlines
From CAD 279
Hahn Air
From CAD 311
American Airlines
From CAD 345

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What is the flight schedule from SJ International Airport to Midway International Airport?

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL654

    SJ International Airport

    6:30 AM

    SJC

    4h 37m

    Nonstop

    2:07 PM

    ATL

    S M T W T F S
    Search

  2. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  3. DL809

    SJ International Airport

    12:45 PM

    SJC

    4h 39m

    Nonstop

    8:24 PM

    ATL

    S M T W T F S
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  5. DL2904

    SJ International Airport

    10:20 PM

    SJC

    4h 37m

    Nonstop

    5:57 AM

    ATL

    S - - - - - -
    Search

  6. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  7. DL2156

    SJ International Airport

    6:30 AM

    SJC

    3h 45m

    Nonstop

    12:15 PM

    MSP

    S M T W T F S
    Search

  8. DL4714

    Minneapolis-Saint Paul International Airport

    3:08 PM

    MSP

    1h 39m

    Nonstop

    4:47 PM

    MDW

    S M T W T F S

  9. DL2904

    SJ International Airport

    10:20 PM

    SJC

    4h 37m

    Nonstop

    5:57 AM

    ATL

    S - - - - - -
    Search

  10. DL1063

    Hartsfield–Jackson Atlanta International Airport

    9:46 AM

    ATL

    1h 57m

    Nonstop

    10:43 AM

    MDW

    S M T W T F S
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About SJ International Airport and Midway International Airport

Learn about SJ International Airport (SJC) and Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 2,954.2 km
Cheapest one-way ticket price CAD 173
Cheapest return ticket price CAD 374

FAQs for SJ International Airport to Midway International Airport Flights

  • How long is the flight from SJ International Airport to Midway International Airport?

    SJ International Airport to Midway International Airport takes about 5 hours 12 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 3 daily flights from SJ International Airport (SJC) to Midway International Airport (MDW).
  • The earliest flight from SJ International Airport to Midway International Airport departs at 06:00, and the last departs at 23:00, with about 8 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from SJ International Airport (SJC) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around CAD 276 in December, the most expensive month to book this route.
  • The earliest flight departs from SJ International Airport (SJC) at 07:30 and arrives in Midway International Airport (MDW) at 18:00.
  • The latest flight departs from SJ International Airport (SJC) at 17:30 and arrives in Midway International Airport (MDW) at 01:25.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from SJ International Airport to Midway International Airport currently start from CAD 173, and round-trip fares start from CAD 374. The current lowest fare is a Delta Air Lines flight departing on Thu, Dec 17; 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 SJ International Airport to Midway International Airport is CAD 400. Prices may vary depending on the departure date, airline, and availability.
  • Enter SJ International Airport and 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.

Popular Destinations

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

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, 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 were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled 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 check the customer support pages.