Flights from San Jose Airport SJC to Chicago Airport MDW
We've found the cheapest flights to Chicago
Flying to Midway is very easy as there are 2 airliners who offer flights from Mineta San Jose International Airport including Flexjet and Southwest Airlines. When travelling from Mineta San Jose International Airport you will cover about 1,833 miles before you reach Midway. This journey will take 4 Hours 17 Minutes.
The cost of the flights varies significantly so we can’t provide you an estimate. Prices can be 50% cheaper if you book more than a month in advance. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. Flight to Midway will get more expensive the nearer you get the departure date, so it’s advisable to book in advance if it is possible.
The time zone at Midway is different from Mineta San Jose International Airport, so please be aware of this when making travel arrangements.
If you plan on flying to Midway Airport from Mineta San Jose International Airport you can pre-arrange your long or short term parking at Mineta San Jose International Airport.
If you rented a vehicle at Midway Airport and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport.
Organise and book your choice of transport to Mineta San Jose International Airport:
- Private Transfers to Mineta San Jose International Airport
- Buses to Mineta San Jose International Airport
- Taxis to Mineta San Jose International Airport
- Train Services to/near Mineta San Jose International Airport
Pre-booking your transportation requirements at Midway Airport can save a lot of time, hassle and money when arriving at the airport. Research and book your preferred choice of ground transportation at Midway Airport:
- Midway Airport rental car companies
- Midway Airport private tansfers
- Midway Airport bus transfers
- Midway Airport taxi transfers
- Midway Airport train services information
You can also research and pre-book a hotel near Midway Airport
To see all airliners that offer flights between Mineta San Jose International Airport and Midway please see the table below.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 08:20 | 13:30 | VIEW FLIGHTS |
Flexjet | 0 | 1 | 0 | 0 | 0 | 0 | 0 | 17:30 | 17:30 | VIEW FLIGHTS |
Flights from Mineta San Jose International Airport to Midway are very limited. Only Southwest Airlines operate flights, of which there is only 1 per week. The time of the departure for this flight is 08:20
If you would like more information on this flight the please visit the website for Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You will be able to find the latest availability, prices and make your booking online.
Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Day | Flight Times | Flights | ||||||||
---|---|---|---|---|---|---|---|---|---|---|
Monday | 08:20
| VIEW FLIGHTS | ||||||||
Tuesday | 08:35
17:30
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Wednesday | 08:35
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Thursday | 08:20
| VIEW FLIGHTS | ||||||||
Friday | 08:20
| VIEW FLIGHTS | ||||||||
Saturday | 06:50
| VIEW FLIGHTS | ||||||||
Sunday | 13:30
| VIEW FLIGHTS |
If the airlines stated don’t offer flights that suite your travel times, you could look at alternative options. Below we have summarised flights from alternative departures airports and flights that are not direct.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Napa to Chicago Midway | 0 | 4 Hours 16 Minutes | |
Oakland to Chicago Midway | 0 | 4 Hours 18 Minutes | |
San Francisco to Chicago Midway | 0 | 4 Hours 19 Minutes | |
Sacramento to Chicago Midway | 0 | 4 Hours 11 Minutes |
Before you start your journey remember to check you have all your documents; in particular, your passport and flight tickets. You will be surprised at the amount of people of forget these!
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Alternative Airports in United States with Connections from San Jose International Airport
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- airplanemode_active San Jose California Airport to Fairbanks International 1 flights per week
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- airplanemode_active San Jose California Airport to Jackson evers 1 flights per week
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- airplanemode_active San Jose California Airport to Medford Rogue Valley International Medford 1 flights per week
- airplanemode_active San Jose California Airport to Modesto 1 flights per week
- airplanemode_active San Jose California Airport to Omaha 1 flights per week
- airplanemode_active San Jose California Airport to Oxford Waterbury oxford 1 flights per week
- airplanemode_active San Jose California Airport to Redmond 1 flights per week
- airplanemode_active San Jose California Airport to Renton 1 flights per week
- airplanemode_active San Jose California Airport to Louisville 1 flights per week
- airplanemode_active San Jose California Airport to Saint George 1 flights per week
- airplanemode_active San Jose California Airport to St Paul Downtown 1 flights per week
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