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 | 2 | 2 | 3 | 3 | 3 | 1 | 06:40 | 18:25 | VIEW FLIGHTS |
Flexjet | 0 | 0 | 0 | 1 | 0 | 0 | 0 | 14:30 | 14:30 | VIEW FLIGHTS |
Most people choose to fly with Southwest Airlines. They offer the largest number of flights so they have times which are most likely to suite you. The flights they offer will go by the flight numbers WN1648, WN2409, WN2463 and WN3869 with times between 06:40 and 18:25.
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 | 11:20
| VIEW FLIGHTS | ||||||||||||||||
Tuesday | 06:40
11:35
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Wednesday | 06:40
11:35
| VIEW FLIGHTS | ||||||||||||||||
Thursday | 08:00
13:35
14:30
18:25
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Friday | 08:00
13:35
18:25
| VIEW FLIGHTS | ||||||||||||||||
Saturday | 00:30
07:25
10:10
| VIEW FLIGHTS | ||||||||||||||||
Sunday | 08:40
| 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 |
---|---|---|---|
Oakland to Chicago Midway | 0 | 4 Hours 18 Minutes | |
Reno to Chicago Midway | 0 | 3 Hours 59 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 Houston William P Hobby 7 flights per week
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- airplanemode_active San Jose California Airport to Kalispell 1 flights per week
- airplanemode_active San Jose California Airport to Hayden 1 flights per week
- airplanemode_active San Jose California Airport to White Plains 1 flights per week
- airplanemode_active San Jose California Airport to Washington Dulles International 1 flights per week
- airplanemode_active San Jose California Airport to North Platte 1 flights per week
- airplanemode_active San Jose California Airport to Livermore 1 flights per week
- airplanemode_active San Jose California Airport to Madison Dane County Regional 1 flights per week
- airplanemode_active San Jose California Airport to Miami Opa Locka 1 flights per week
- airplanemode_active San Jose California Airport to Atlanta Dekalb Peachtree 1 flights per week
- airplanemode_active San Jose California Airport to Sheboygan 1 flights per week
- airplanemode_active San Jose California Airport to Santa Monica 1 flights per week
- airplanemode_active San Jose California Airport to Santa Rosa Sonoma County 1 flights per week
- airplanemode_active San Jose California Airport to Watsonville 1 flights per week
- airplanemode_active San Jose California Airport to Los Angeles 111 flights per week
- airplanemode_active San Jose California Airport to Seattle Tacoma International 95 flights per week
- airplanemode_active San Jose California Airport to Phoenix 57 flights per week
- airplanemode_active San Jose California Airport to Portland International 52 flights per week
- airplanemode_active San Jose California Airport to Salt Lake City 39 flights per week
- airplanemode_active San Jose California Airport to Austin bergstrom International 28 flights per week
- airplanemode_active San Jose California Airport to Ontario International 26 flights per week
- airplanemode_active San Jose California Airport to Honolulu International 18 flights per week
- airplanemode_active San Jose California Airport to Dallas Love Field 16 flights per week
- airplanemode_active San Jose California Airport to Minneapolis St Paul International 13 flights per week
- airplanemode_active San Jose California Airport to Chicago OHare International 10 flights per week
- airplanemode_active San Jose California Airport to Carlsbad Mc Clellan Palomar 8 flights per week
- airplanemode_active San Jose California Airport to Nashville 7 flights per week
- airplanemode_active San Jose California Airport to Houston 7 flights per week
- airplanemode_active San Jose California Airport to Reno 6 flights per week
- airplanemode_active San Jose California Airport to Mountain View 5 flights per week
- airplanemode_active San Jose California Airport to Teterboro 5 flights per week
- airplanemode_active San Jose California Airport to Eugene 4 flights per week
- airplanemode_active San Jose California Airport to Phoenix Scottsdale Municipal 4 flights per week
- airplanemode_active San Jose California Airport to Hawthorne 3 flights per week
- airplanemode_active San Jose California Airport to Medford Rogue Valley International Medford 3 flights per week
- airplanemode_active San Jose California Airport to Fresno Air Terminal 2 flights per week
- airplanemode_active San Jose California Airport to Oakland International 2 flights per week
- airplanemode_active San Jose California Airport to Redmond 2 flights per week
- airplanemode_active San Jose California Airport to Sun Valley 2 flights per week
- airplanemode_active San Jose California Airport to Tucson International 2 flights per week
- airplanemode_active San Jose California Airport to Nantucket 1 flights per week
- airplanemode_active San Jose California Airport to Amarillo Rick Husband Amarillo International 1 flights per week
- airplanemode_active San Jose California Airport to Bedford Hanscom 1 flights per week
- airplanemode_active San Jose California Airport to Broomfield 1 flights per week
- airplanemode_active San Jose California Airport to Port Columbus International 1 flights per week
- airplanemode_active San Jose California Airport to Colorado Springs 1 flights per week
- airplanemode_active San Jose California Airport to Houston Ellington Field 1 flights per week
- airplanemode_active San Jose California Airport to Centralia Municipal 1 flights per week
- airplanemode_active San Jose California Airport to Farmingdale 1 flights per week
- airplanemode_active San Jose California Airport to Hickory 1 flights per week
- airplanemode_active San Jose California Airport to Hayward Air Terminal 1 flights per week
- airplanemode_active San Jose California Airport to Olathe 1 flights per week
- airplanemode_active San Jose California Airport to Lincoln 1 flights per week
- airplanemode_active San Jose California Airport to Monterey 1 flights per week
- airplanemode_active San Jose California Airport to Ogden Municipal 1 flights per week
- airplanemode_active San Jose California Airport to North Bend 1 flights per week
- airplanemode_active San Jose California Airport to Pittsburgh 1 flights per week
- airplanemode_active San Jose California Airport to Stockton 1 flights per week
- airplanemode_active San Jose California Airport to St Louis Lambert St Louis International 1 flights per week
- airplanemode_active San Jose California Airport to South Lake Tahoe 1 flights per week
- airplanemode_active San Jose California Airport to West Yellowstone 1 flights per week
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