Cheap flights from Midway to San Jose (MDW - SJC)

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How to find the cheapest flight from
Midway (MDW) to San Jose (SJC)

All the information you need to plan the best MDW to SJC flight in 2022: compare Midway to San Jose flight prices with the expected peak season, weather and rainfall in San Jose.
How far in advance should I book a flight from Chicago Midway Airport to San Jose?

Find a great deal and save up to 54% by booking at least 43 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to San Jose within the next two weeks, with the cheapest ticket starting at $471.

When is the cheapest time to fly from Chicago Midway Airport to San Jose (MDW - SJC)?

When flying from Chicago Midway Airport to San Jose, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Flights from Chicago Midway Airport to San Jose lean towards being more expensive in June. Prices are generally better when you fly from Chicago Midway Airport to San Jose in January, with the cheapest ticket starting at $201.

Cheap flights from Midway to San Jose in August, September 2022

The best prices found for MDW to SJC flights for August, September
26 Aug - 3 Sep
$337pp
MDW
Chicago Midway
Delta
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
 
1 STOP
MDW
Chicago Midway
26 Aug - 3 Sep
$342pp
MDW
Chicago Midway
Delta
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
   
2 STOPS
MDW
Chicago Midway
24 Aug - 3 Sep
$354pp
MDW
Chicago Midway
Delta
 
1 STOP
SJC
San Jose
SJC
San Jose
Delta
 
1 STOP
MDW
Chicago Midway

Chicago Midway to San Jose 2022 flight deals

Cheap flights to San Jose from Midway found for this year
26 Aug - 3 Sep
$337pp
MDW
Chicago Midway
Delta
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
 
1 STOP
MDW
Chicago Midway
26 Aug - 3 Sep
$342pp
MDW
Chicago Midway
Delta
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
   
2 STOPS
MDW
Chicago Midway
24 Aug - 3 Sep
$354pp
MDW
Chicago Midway
Delta
 
1 STOP
SJC
San Jose
SJC
San Jose
Delta
 
1 STOP
MDW
Chicago Midway

Cheap Delta flights from Midway to San Jose

26 Aug - 3 Sep
$337pp
MDW
Chicago Midway
Delta
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
 
1 STOP
MDW
Chicago Midway
26 Aug - 3 Sep
$342pp
MDW
Chicago Midway
Delta
   
2 STOPS
SJC
San Jose
SJC
San Jose
Delta
   
2 STOPS
MDW
Chicago Midway
24 Aug - 3 Sep
$354pp
MDW
Chicago Midway
Delta
 
1 STOP
SJC
San Jose
SJC
San Jose
Delta
 
1 STOP
MDW
Chicago Midway

Last minute flights from Midway to San Jose

Late deals on round-trip flights to San Jose from Midway, departing today and this week
16 Aug - 22 Aug
$482pp
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
16 Aug - 17 Aug
$483pp
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
SJC
San Jose
SJC
San Jose
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
18 Aug - 22 Aug
$509pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
SJC
San Jose
SJC
San Jose
Multiple Airlines
 
1 STOP
MDW
Chicago Midway

One-way flights to San Jose from Chicago Midway

The cheapest one-way flights from Midway to San Jose
10:08 am - 4:11 pm
Delta
1 Stop
8h 03m
MDW - SJC
Delta
$179
Delta
10:08 am - 4:11 pm
Delta
1 Stop
8h 03m
MDW - SJC
Delta
$200
Delta
6:15 am - 3:26 pm
Multiple Airlines
2 Stops
11h 11m
MDW - SJC
Multiple Airlines
$135
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Related info for your journey

Useful info, stats and facts about <span class="emphasized">Midway</span> to <span class="emphasized">San Jose</span> flights.

Flight FAQs

From Midway to San Jose

What airport do you fly into for flights to San Jose from Chicago Midway?

For a flight from Chicago Midway to San Jose, you will be flying into San Jose. San Jose (SJC) is just 2.9 mi from the center of the city. San Jose is the only San Jose airport and it handles 4 inbound flights from Chicago Midway per day. 2 airlines have flights to San Jose from Chicago Midway on a regular basis.

Which airlines flying from Chicago Midway to San Jose have flexible cancellations due to COVID-19?

Delta and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago Midway Airport to San Jose for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to San Jose for under $400. The cheapest flight booked recently is on Delta for just $337, but on average you can expect to pay $375.

Are there last-minute flights available from Chicago Midway Airport to San Jose for under $500?

There are currently 20+ open flights from Chicago Midway Airport to San Jose within the next 7 days for less than $500.

What is the cheapest airline to fly from Chicago Midway Airport to San Jose round-trip?

Cheapflights users have booked flights from Chicago Midway Airport to San Jose round-trip from $337. Delta is priced at 22% lower than the current average price of a flight leaving 3 months from now.

What are the most popular airlines that fly from Chicago Midway Airport to San Jose?

When booking a flight from Chicago Midway Airport to San Jose, you may want to consider flying on American Airlines, Delta or United Airlines as they are the most popular for this route.

What are the cheapest flights from Chicago Midway Airport to San Jose?

The cheapest flight price from Chicago Midway Airport to San Jose is $352. On average you can expect to pay $352. The most popular route, (Chicago Midway - San Jose), can usually be booked for $358.

COVID Restrictions

View COVID Travel Restrictions for San Jose, CA

Do I need a COVID test to fly to San Jose from Midway?

Information is based on travel restrictions for travel to San Jose within the United States

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

COVID-19 testing requirements
Visitors from Chicago Midway are not required to present a negative COVID-19 PCR test or antigen result upon entering San Jose.

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

Do I need a test to fly back to Midway from San Jose?

Returning to Chicago Midway from San Jose

COVID-19 testing requirements
Visitors from San Jose are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago Midway.

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

Hide COVID Travel Restrictions for San Jose, CA

Alternative routes for Midway to San Jose

See prices for flight routes from nearby airports that may be better suited for you.

Hourly flight availability from Midway to San Jose

See what time of day planes typically take off from Midway towards San Jose.
Morning 6 AM to noon 39% of MDW to SJC departures
Early morning Midnight to 6 AM 37% of MDW to SJC departures
Afternoon Noon to 6 PM 24% of MDW to SJC departures
Evening 6 PM to midnight 0% of MDW to SJC departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Midway to San Jose
See how many times per day planes take to the skies headed from Midway to San Jose.
Sunday
5 daily flights
Monday
5 daily flights
Tuesday
5 daily flights
Wednesday
5 daily flights
Thursday
5 daily flights
Friday
5 daily flights
Saturday
3 daily flights