Flights from San Jose Airport SJC to Chicago Airport MDW

Q: How long does the flight from San Jose to Chicago to take?

The flight from San Jose to Chicago takes4 Hours 17 Minutes.

We've found the cheapest flights to Chicago

Returns from £255.48

One-way from £127.74

Direct flights to Midway from Mineta San Jose International Airport are only offered by Southwest Airlines as this route is in low demand, so the options are limited. If this route is not ideal, the only other option is to get a flight with a stop over. 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:

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:

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.

Flights Chart

Airliner	Mo	Tu	We	Th	Fr	Sa	Su	First Flight	Last Flight	Flights
Southwest Airlines	3	3	3	3	3	3	1	06:35	18:25	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 WN2409, WN3869 and WN4508 with times between 06:35 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.

Flights Time In WeekDays

Day

Flight Times

Flights

Monday

08:00

Airline	Flight No
Southwest Airlines	WN2409

13:35

Airline	Flight No
Southwest Airlines	WN3869

18:25

Airline	Flight No
Southwest Airlines	WN4508

VIEW FLIGHTS

Tuesday

06:35

Airline	Flight No
Southwest Airlines	WN3869

09:20

Airline	Flight No
Southwest Airlines	WN2409

14:25

Airline	Flight No
Southwest Airlines	WN4508

VIEW FLIGHTS

Wednesday

06:35

Airline	Flight No
Southwest Airlines	WN3869

09:20

Airline	Flight No
Southwest Airlines	WN2409

14:25

Airline	Flight No
Southwest Airlines	WN4508

VIEW FLIGHTS

Thursday

08:00

Airline	Flight No
Southwest Airlines	WN2409

13:35

Airline	Flight No
Southwest Airlines	WN3869

18:25

Airline	Flight No
Southwest Airlines	WN4508

VIEW FLIGHTS

Friday

08:00

Airline	Flight No
Southwest Airlines	WN2409

13:35

Airline	Flight No
Southwest Airlines	WN3869

18:25

Airline	Flight No
Southwest Airlines	WN4508

VIEW FLIGHTS

Saturday

00:30

Airline	Flight No
Southwest Airlines	WN4508

07:25

Airline	Flight No
Southwest Airlines	WN2409

10:10

Airline	Flight No
Southwest Airlines	WN3869

VIEW FLIGHTS

Sunday

08:40

Airline	Flight No
Southwest Airlines	WN2409

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.

Alternative Direct Routes

Route	Stops	Distance	Flying Time
Oakland to Chicago Midway	0		4 Hours 18 Minutes
Reno to Chicago Midway	0		3 Hours 59 Minutes
Sacramento Executive to Chicago Midway	0		4 Hours 11 Minutes
San Francisco to Chicago Midway	0		4 Hours 19 Minutes
Sacramento to Chicago Midway	0		4 Hours 11 Minutes
Santa Rosa Sonoma County to Chicago Midway	0		4 Hours 19 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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Flight Price FAQ - San Jose (SJC) to Chicago (MDW)

DIRECT Southwest Airlines

What is the cheapest direct flight one way from San Jose SJC to Chicago MDW?

The cheapest direct flight one way from San Jose SJC to Chicago MDW is £127.74 ($175 €149.28)

£127.74

$175 | €149.28

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DIRECT Southwest Airlines

What is the cheapest direct return flight from San Jose SJC to Chicago MDW?

The cheapest direct return flight from San Jose SJC to Chicago MDW is £255.48 ($350 €298.56)

£255.48

$350 | €298.56

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1+ STOP(S)

What is the cheapest flight one way from San Jose SJC to Chicago MDW?

The cheapest flight one way from San Jose SJC to Chicago MDW is £68.61 ($94 €80.18)

£68.61

$94 | €80.18

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1+ STOP(S)

What is the cheapest return flight from San Jose SJC to Chicago MDW?

The cheapest return flight from San Jose SJC to Chicago MDW is £129.93 ($178 €151.84)

£129.93

$178 | €151.84

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Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

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Flight Info FAQ - San Jose (SJC) to Chicago (MDW)

Who flies from San Jose to Chicago?

The following airlines fly from San Jose (SJC) to Chicago (MDW): Southwest Airlines.

How far is the flight from San Jose to Chicago?

The flight from San Jose to Chicago is 2,950KM or 1,833 miles.

How long does the flight from San Jose to Chicago to take?

The flight from San Jose to Chicago takes 4 Hours 17 Minutes.

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