Flights from San Jose Airport (SJC) to Chicago Midway Airport 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 £258.72

One-way from £129.36

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. The flight from Mineta San Jose International Airport to Midway is approximately 2,950 Kilometers which is 1,833 Miles. You should expect a flight time of around 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. To obtain the best prices for Midway flights than book well in advance. If it is possible, you should book your flights 2 or more months in advance as ticket prices will be substantially lower.

The time zone at Midway is different from Mineta San Jose International Airport, so please be aware of this when making travel arrangements.

Travellers planning to fly from Mineta San Jose International Airport (SJC) to Midway Airport (MDW) can pre-book short or long term car parking at Mineta San Jose International Airport (SJC).

If you rented a vehicle at Midway Airport (MDW) and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport (MDW).

Below are some options if you require transport to Mineta San Jose International Airport (SJC):

Pre-booking your transportation requirements at Midway Airport (MDW) 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 (MDW):

Need a place to stay when you get to Chicago? See a range of hotels near Midway Airport (MDW)

Below you will see all the airlines that fly from Mineta San Jose International Airport (SJC) to Midway (MDW) and the number of flights they operate each day.

Flights Chart

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 to find out more information on availably, flight times or if you would like to book your flight, you can visit Southwest Airlines direct at www.southwest.com/?ref=southwestairlines.com.

The flight time for the selected route vary based on the month you will travel, but below we has summarised the most common times they will fly. We recommend you only take these times as guidance and check with appropriate airline for the exact times for the date you depart.

Flights Time In WeekDays

Day

Flight Times

Flights

Monday

11:20

Airline	Flight No
Southwest Airlines	WN1648

VIEW FLIGHTS

Tuesday

06:40

Airline	Flight No
Southwest Airlines	WN2463

11:35

Airline	Flight No
Southwest Airlines	WN1648

VIEW FLIGHTS

Wednesday

06:40

Airline	Flight No
Southwest Airlines	WN2463

11:35

Airline	Flight No
Southwest Airlines	WN1648

VIEW FLIGHTS

Thursday

08:00

Airline	Flight No
Southwest Airlines	WN2409

13:35

Airline	Flight No
Southwest Airlines	WN3869

14:30

Airline	Flight No
Flexjet	LXJ513

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

Other routes are also possible. Flying from a different airport may offer more convenient flight times, so below we have we have put a list of other routes that may well be suitable.

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
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!

Looking for the best deals on rental cars?

Find a cheap rental vehicle at MDW

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 £129.36 ($175 €153.45)

£129.36

$175 | €153.45

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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 £258.72 ($350 €306.90)

£258.72

$350 | €306.90

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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 £69.49 ($94 €82.42)

£69.49

$94 | €82.42

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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 £131.58 ($178 €156.08)

£131.58

$178 | €156.08

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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.