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SJ International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from SJ International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from HK$1,343 and round-trip from HK$1,903. Based on Trip.com's latest 7-day flight data.

      • SJC 6:20 AM
        8h 27m
        1 stop
        MDW 4:47 PM
        San Jose - Chicago | Wed, Oct 28 | Delta Air Lines
        ORD 12:50 PM
        7h 58m
        1 stop
        SJC 6:48 PM
        Chicago - San Jose | Thu, Oct 29 | Delta Air Lines
        HK$1,903 HK$2,624
        27% off
        27% off
        HK$2,624 HK$1,903
      • SJC 10:45 PM
        9h 18m
        1 stop
        MDW 10:03 AM
        San Jose - Chicago | Tue, Nov 3 | Delta Air Lines
        ORD 2:45 PM
        9h 23m
        1 stop
        SJC 10:08 PM
        Chicago - San Jose | Tue, Nov 10 | Delta Air Lines
        HK$1,908 HK$2,624
        27% off
        27% off
        HK$2,624 HK$1,908
      • SJC 12:51 PM
        7h 53m
        1 stop
        MDW 10:44 PM
        San Jose - Chicago | Sun, Oct 18 | Delta Air Lines
        ORD 6:10 AM
        8h 17m
        1 stop
        SJC 12:27 PM
        Chicago - San Jose | Tue, Oct 20 | Delta Air Lines
        HK$1,909 HK$2,624
        27% off
        27% off
        HK$2,624 HK$1,909
      • SJC 10:50 PM
        9h 13m
        1 stop
        MDW 10:03 AM
        San Jose - Chicago | Tue, Oct 20 | Delta Air Lines
        ORD 6:35 AM
        9h 22m
        1 stop
        SJC 1:57 PM
        Chicago - San Jose | Wed, Oct 28 | Delta Air Lines
        HK$1,911
        27% off
        HK$2,624 HK$1,911
      • SJC 6:20 AM
        8h 27m
        1 stop
        MDW 4:47 PM
        San Jose - Chicago | Thu, Oct 22 | Delta Air Lines
        ORD 4:30 PM
        7h 38m
        1 stop
        SJC 10:08 PM
        Chicago - San Jose | Sun, Oct 25 | Delta Air Lines
        HK$1,912
        27% off
        HK$2,624 HK$1,912
      • SJC 10:45 PM
        9h 18m
        1 stop
        MDW 10:03 AM
        San Jose - Chicago | Tue, Oct 27 | Delta Air Lines
        ORD 6:35 AM
        9h 22m
        1 stop
        SJC 1:57 PM
        Chicago - San Jose | Sun, Nov 1 | Delta Air Lines
        HK$1,915
        27% off
        HK$2,624 HK$1,915
      • SJC 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        San Jose - Chicago | Thu, Oct 8 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        SJC 4:00 PM
        Chicago - San Jose | Sat, Oct 10 | Normal Airline
        Find more flights
        Find more flights
      • SJC 10:20 PM
        9h 32m
        1 stop
        MDW 9:52 AM
        San Jose - Chicago | Wed, Oct 14 | Delta Air Lines
        HK$1,343 HK$1,898
        28% off
        28% off
        HK$1,898 HK$1,343
      • SJC 12:57 PM
        7h 36m
        1 stop
        MDW 10:33 PM
        San Jose - Chicago | Thu, Oct 22 | Delta Air Lines
        HK$1,375 HK$1,898
        28% off
        28% off
        HK$1,898 HK$1,375
      • SJC 12:57 PM
        7h 36m
        1 stop
        MDW 10:33 PM
        San Jose - Chicago | Tue, Nov 3 | Delta Air Lines
        HK$1,384 HK$1,898
        27% off
        27% off
        HK$1,898 HK$1,384
      • SJC 6:20 AM
        8h 27m
        1 stop
        MDW 4:47 PM
        San Jose - Chicago | Thu, Nov 5 | Delta Air Lines
        HK$1,384
        27% off
        HK$1,898 HK$1,384
      • SJC 6:20 AM
        8h 19m
        1 stop
        MDW 4:39 PM
        San Jose - Chicago | Thu, Nov 12 | Delta Air Lines
        HK$1,384
        27% off
        HK$1,898 HK$1,384
      • SJC 6:30 AM
        7h 44m
        1 stop
        MDW 4:14 PM
        San Jose - Chicago | Fri, Oct 30 | Delta Air Lines
        HK$1,385
        27% off
        HK$1,898 HK$1,385
      • SJC 6:20 AM
        8h 27m
        1 stop
        MDW 4:47 PM
        San Jose - Chicago | Tue, Oct 27 | Delta Air Lines
        HK$1,385
        27% off
        HK$1,898 HK$1,385
      • SJC 6:20 AM
        8h 27m
        1 stop
        MDW 4:47 PM
        San Jose - Chicago | Wed, Oct 21 | Delta Air Lines
        HK$1,385
        27% off
        HK$1,898 HK$1,385
      • SJC 10:45 PM
        9h 18m
        1 stop
        MDW 10:03 AM
        San Jose - Chicago | Tue, Oct 13 | Delta Air Lines
        HK$1,385
        27% off
        HK$1,898 HK$1,385
      • SJC 6:20 AM
        8h 30m
        1 stop
        MDW 4:50 PM
        San Jose - Chicago | Thu, Dec 3 | Delta Air Lines
        HK$1,385
        27% off
        HK$1,898 HK$1,385
      • SJC 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        San Jose - Chicago | Thu, Oct 8 | Normal Airline
        Find more flights
        Find more flights

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.

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

The cheapest airline flying from SJ International Airport to Chicago Midway International Airport is Delta Air Lines (from HK$1,343) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From HK$1,343
Hahn Air
From HK$1,458

Find more flights and airlines

What is the 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. DL809

    SJ International Airport

    12:45 PM

    SJC

    4h 39m

    Nonstop

    8:24 PM

    ATL

    S M T W T F S
    Search

  2. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  3. DL654

    SJ International Airport

    7:15 AM

    SJC

    4h 37m

    Nonstop

    2:52 PM

    ATL

    S M T W T F S
    Search

  4. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  5. DL2156

    SJ International Airport

    6:30 AM

    SJC

    3h 45m

    Nonstop

    12:15 PM

    MSP

    S M T W T F S
    Search

  6. DL4714

    Minneapolis-Saint Paul International Airport

    3:08 PM

    MSP

    1h 39m

    Nonstop

    4:47 PM

    MDW

    S M T W T F S

  7. DL498

    SJ International Airport

    10:40 PM

    SJC

    4h 33m

    Nonstop

    6:13 AM

    ATL

    S - - W T - S
    Search

  8. DL1063

    Hartsfield–Jackson Atlanta International Airport

    9:10 AM

    ATL

    1h 53m

    Nonstop

    10:03 AM

    MDW

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

About SJ International Airport and Chicago Midway International Airport

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

Flight distance 2,954.2 km
Cheapest one-way ticket price HK$1,343
Cheapest return ticket price HK$1,903

FAQs for SJ International Airport to Chicago Midway International Airport Flights

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

    SJ International Airport to Chicago Midway International Airport takes about 4 hours 46 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 Chicago Midway International Airport (MDW).
  • The earliest flight from SJ International Airport to Chicago Midway International Airport departs at 06:00, and the last departs at 23:00, with about 9 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 Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around HK$2,128 in November, 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.
  • One-way flights from SJ International Airport to Chicago Midway International Airport currently start from HK$1,343, and round-trip fares start from HK$1,903. The current lowest fare is a Delta Air Lines flight departing on Wed, Oct 14; 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 Chicago Midway International Airport is HK$2,141. Prices may vary depending on the departure date, airline, and availability.
  • Enter SJ 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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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.