Cheap flights from San Jose to Chicago Midway Airport

Round-trip
1 adult
Economy
From?
To?
Mon 10/25
Mon 11/1

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from San Jose to Chicago Midway Airport.
View current United States travel restrictions

Flight information for San Jose to Chicago Midway Airport
(SJC to MDW)

Find info about flight duration, direct flights, and airports for your flight from San Jose to Chicago Midway Airport
Best Price Found$211The best flight deal from San Jose to Chicago Midway Airport found on momondo in the last 72 hours is $211
Fastest flight time6h 12mThe fastest flight from San Jose to Chicago Midway Airport takes 6h 12m
Direct flightsNoneThere are no direct flights from San Jose to Chicago Midway Airport. Popular non-direct route for this connection is San Jose Airport - Chicago Midway Airport.

How to get the cheapest flight ticket from San Jose to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from San Jose to Chicago Midway Airport?

July

The cheapest time of year to fly to Chicago Midway Airport from San Jose is July. Most expensive is September

What is the cheapest airline that flies to Chicago Midway Airport from San Jose?

Spirit Airlines

American Airlines, Delta, and Southwest are the most popular carriers operating from San Jose to Chicago Midway Airport


Easily compare round-trip flights from San Jose to Chicago Midway Airport

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from San Jose to Chicago Midway Airport by changing tabs
Delta
Dec 1
SJC1:15 amSan Jose
6h 41m
1 stop
MDW7:56 amChicago Midway
Dec 8
MDW10:45 amChicago Midway
7h 08m
1 stop
SJC5:53 pmSan Jose
Delta
Dec 6
SJC1:05 amSan Jose
9h 03m
1 stop
MDW10:08 amChicago Midway
Dec 14
MDW10:45 amChicago Midway
7h 08m
1 stop
SJC5:53 pmSan Jose
Delta
Dec 2
SJC5:59 pmSan Jose
8h 20m
1 stop
MDW2:19 amChicago Midway
Dec 6
MDW10:45 amChicago Midway
7h 08m
1 stop
SJC5:53 pmSan Jose
Delta
Nov 8
SJC5:59 pmSan Jose
8h 20m
1 stop
MDW2:19 amChicago Midway
Nov 17
MDW5:32 amChicago Midway
9h 54m
2 stops
SJC3:26 pmSan Jose
Delta
Nov 12
SJC5:59 pmSan Jose
8h 20m
1 stop
MDW2:19 amChicago Midway
Nov 15
MDW12:55 pmChicago Midway
7h 51m
2 stops
SJC8:46 pmSan Jose
Delta
Nov 8
SJC2:59 pmSan Jose
10h 43m
2 stops
MDW1:42 amChicago Midway
Nov 17
MDW5:32 amChicago Midway
7h 27m
2 stops
SJC12:59 pmSan Jose

Find the cheapest one-way flights from San Jose to Chicago Midway Airport

If you're looking for one-way flights from San Jose to Chicago Midway Airport, view some of our deals below provided by Delta
Delta
Nov 9
SJC7:22 amSan Jose
9h 26m
1 stop
MDW4:48 pmChicago Midway
Delta
Dec 6
SJC6:09 pmSan Jose
8h 13m
1 stop
MDW2:22 amChicago Midway
Delta
Nov 9
SJC2:59 pmSan Jose
10h 43m
2 stops
MDW1:42 amChicago Midway

Search last-minute flights to Chicago Midway Airport from San Jose

Find and compare flight prices for your last-minute flight from San Jose to Chicago Midway Airport
Delta
Oct 27
SJC8:45 amSan Jose
7h 18m
1 stop
MDW4:03 pmChicago Midway
Nov 17
MDW10:41 amChicago Midway
7h 15m
1 stop
SJC5:56 pmSan Jose
Delta
Oct 29
SJC2:25 amSan Jose
6h 12m
1 stop
MDW8:37 amChicago Midway
Nov 3
MDW2:28 amChicago Midway
7h 12m
1 stop
SJC9:40 amSan Jose
Delta
Oct 28
SJC2:25 amSan Jose
6h 12m
1 stop
MDW8:37 amChicago Midway
Nov 2
MDW12:55 pmChicago Midway
8h 55m
2 stops
SJC9:50 pmSan Jose
Multiple Airlines
Oct 27
SJC6:15 amSan Jose
26h 48m
3 stops
MDW9:03 amChicago Midway
Oct 31
MDW2:00 amChicago Midway
15h 00m
2 stops
SJC5:00 pmSan Jose
Delta
Oct 29
SJC8:45 amSan Jose
7h 18m
1 stop
MDW4:03 pmChicago Midway
Nov 3
MDW11:22 amChicago Midway
7h 08m
1 stop
SJC6:30 pmSan Jose
Delta
Oct 29
SJC2:25 amSan Jose
6h 12m
1 stop
MDW8:37 amChicago Midway
Nov 3
MDW12:55 pmChicago Midway
8h 55m
2 stops
SJC9:50 pmSan Jose

Best airlines flying from San Jose to Chicago Midway Airport

Compare and see reviews for airlines that fly from San Jose to Chicago Midway Airport with momondo
AirlineRatingFree CancellationPrice
United Airlines
PriceFrom $129
Free Cancellation
Rating
6.9
7.3

Boarding

6.7

Comfort

7.5

Crew

6.7

Entertainment

6.2

Food

Reviews

Not because the flight is going to Africa we can’t get better service on board

1 / 10
Spirit Airlines
PriceFrom $155
Free Cancellation
Rating
6.4
6.5

Boarding

6.0

Comfort

6.9

Crew

4.9

Entertainment

5.2

Food

Reviews

Overpricing luggage

1 / 10
American Airlines
PriceFrom $251
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Delta
PriceFrom $295
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10
Southwest
PriceFrom $404
Free Cancellation
Rating
8.2
8.3

Boarding

8.1

Comfort

8.5

Crew

7.3

Entertainment

7.5

Food

Reviews

Delayed flight

1 / 10

  • Are airlines flying from San Jose to Chicago Midway offering flexible cancellation due to COVID-19?

    Due to the global impact of COVID-19, some of our airline partners operating flights from San Jose to Chicago Midway, such as Delta, United Airlines, and American Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.

  • How far is San Jose to Chicago Midway by plane?

    Chicago Midway is 1830.8 mi away from San Jose. 6h 41m is a normal flight duration for this route.


Can I fly to Chicago Midway from San Jose right now?

Information is based on travel restrictions for travel to Chicago Midway within the United States

Most visitors from San Jose need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from San Jose must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from San Jose are not required to quarantine after entering Chicago Midway.

Can I fly back to San Jose from Chicago Midway?

Returning to San Jose from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to San Jose.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering San Jose.

If you are planning to travel to Chicago Midway Airport at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for San Jose to Chicago Midway Airport

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Los Angeles to Chicago O'Hare Intl Airport Flights
Fastest flight time3h 55m
Cheapest price$53
San Diego to Chicago O'Hare Intl Airport Flights
Fastest flight time3h 51m
Cheapest price$56
Oakland, California to Chicago O'Hare Intl Airport Flights
Fastest flight time6h 42m
Cheapest price$63
Santa Ana to Chicago O'Hare Intl Airport Flights
Fastest flight time4h 00m
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Sacramento to Chicago O'Hare Intl Airport Flights
Fastest flight time3h 54m
Cheapest price$99
Burbank to Chicago O'Hare Intl Airport Flights
Fastest flight time6h 09m
Cheapest price$108
San Francisco to Chicago O'Hare Intl Airport Flights
Fastest flight time3h 55m
Cheapest price$118
Ontario to Chicago O'Hare Intl Airport Flights
Fastest flight time3h 45m
Cheapest price$123
Reno to Chicago O'Hare Intl Airport Flights
Fastest flight time3h 58m
Cheapest price$142
Fresno to Chicago O'Hare Intl Airport Flights
Fastest flight time4h 00m
Cheapest price$154
San Jose to Chicago O'Hare Intl Airport Flights
Fastest flight time4h 02m
Cheapest price$162
Los Angeles to Chicago Midway Airport Flights
Fastest flight time6h 10m
Cheapest price$209

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