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SJ International Airport to Chicago Midway International Airport flight

Search for flights from San Jose to Chicago and check out affordable one-way and round-trip options.

      • SJC 12:38 PM
        7h 58m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Sat, Aug 22 | Delta Air Lines
        MDW 9:59 AM
        9h 35m
        1 stop
        SJC 5:34 PM
        Chicago - San Jose | Sat, Aug 29 | Delta Air Lines
        €209 €253
        17% off
        17% off
        €253 €209
      • SJC 12:40 PM
        7h 56m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Tue, Aug 11 | Delta Air Lines
        ORD 12:54 PM
        9h 19m
        1 stop
        SJC 8:13 PM
        Chicago - San Jose | Tue, Aug 18 | Delta Air Lines
        €212 €253
        16% off
        16% off
        €253 €212
      • SJC 12:40 PM
        7h 56m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Tue, Sep 1 | Delta Air Lines
        MDW 9:59 AM
        9h 47m
        1 stop
        SJC 5:46 PM
        Chicago - San Jose | Tue, Sep 8 | Delta Air Lines
        €213 €253
        16% off
        16% off
        €253 €213
      • SJC 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        San Jose - Chicago | Sat, Jul 11 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        SJC 4:00 PM
        Chicago - San Jose | Mon, Jul 13 | Normal Airline
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      • SJC 12:46 PM
        7h 50m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Sat, Aug 29 | Delta Air Lines
        €113 €126
        10% off
        10% off
        €126 €113
      • SJC 12:40 PM
        7h 56m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Tue, Aug 25 | Delta Air Lines
        €113 €126
        10% off
        10% off
        €126 €113
      • SJC 12:37 PM
        7h 59m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Wed, Aug 26 | Delta Air Lines
        €113 €126
        10% off
        10% off
        €126 €113
      • SJC 12:40 PM
        7h 56m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Tue, Aug 11 | Delta Air Lines
        €113
        10% off
        €126 €113
      • SJC 12:40 PM
        7h 56m
        1 stop
        MDW 10:36 PM
        San Jose - Chicago | Tue, Sep 1 | Delta Air Lines
        €113
        10% off
        €126 €113
      • SJC 6:10 AM
        7h 47m
        1 stop
        MDW 3:57 PM
        San Jose - Chicago | Sat, Sep 5 | Delta Air Lines
        €113
        10% off
        €126 €113
      • SJC 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        San Jose - Chicago | Sat, Jul 11 | Normal Airline
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Displayed flight fares from SJ 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.

Selected Airlines from SJ International Airport to Chicago Midway International Airport

See which airlines fly from San Jose to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Delta Air Lines
From €113
Hahn Air
From €146
Alaska Airlines
From €198
Frontier Airlines
From €213

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Flight Schedule from SJ International Airport to Chicago 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

    7:15 AM

    SJC

    4h 37m

    Nonstop

    2:52 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 - S

  3. DL2156

    SJ International Airport

    6:30 AM

    SJC

    3h 45m

    Nonstop

    12:15 PM

    MSP

    S M T W T F S
    Search

  4. DL4820

    Minneapolis-Saint Paul International Airport

    11:28 AM

    MSP

    1h 41m

    Nonstop

    1:09 PM

    MDW

    S M T W T F S

  5. DL809

    SJ International Airport

    12:45 PM

    SJC

    4h 39m

    Nonstop

    8:24 PM

    ATL

    S M T W T F S
    Search

  6. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S
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SJ International Airport to Chicago Midway International Airport Flights Info

Flight distance 2,954.2 km
Cheapest one-way ticket price €113
Cheapest return ticket price €209

FAQs for SJ International Airport to Chicago Midway International Airport Flights

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

    It takes around 4 hours 35 minutes to fly from SJ International Airport (sjc) to Chicago Midway International Airport (mdw).
  • There are around 2 daily flights from SJ International Airport (SJC) to Chicago Midway International Airport (MDW).
  • Tickets cost around €197 in September, making it the cheapest month to book. SJ International Airport (SJC) to Chicago Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.
  • The route from SJ International Airport (SJC) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around €440 in July, the most expensive month to book this route.
  • The earliest flight departs from SJ International Airport (SJC) at 07:30 and arrives in Chicago Midway International Airport (MDW) at 18:00.
  • The latest flight departs from SJ International Airport (SJC) at 17:30 and arrives in Chicago 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 Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.

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

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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

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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.