Cheap flights from Midway (MDW) to San Jose (SJC) from $67

This is the cheapest one-way flight price, found on 9/20. Prices may vary by date and flight preferences.
MDW — SJC
Sep 26 — Oct 31

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 2023: compare Midway to San Jose flight prices with the expected peak season, weather and rainfall in San Jose.

Popular in

July

Cheapest in

March

Round-trip from

$276

One-way from

$74
High demand for flights, 40% potential price rise
Best time to find cheap flights, 60% potential price drop
From Chicago Midway to San Jose
One-way flight from Chicago Midway to San Jose

MDW - SJC

Price

$276 - $466

SJC

Temperature

50 - 69.8 °F

SJC

Rainfall

0 - 3.1 inches

How far in advance should I book a flight from Chicago Midway Airport to San Jose?

Find a great deal and save up to 41% by booking at least 61 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 $548.

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 July. Prices are generally better when you fly from Chicago Midway Airport to San Jose in February, with the cheapest ticket starting at $252.

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.

Cheap Delta flights from Midway to San Jose

Take a look at some of the lowest-priced Delta flights heading from Chicago to San Jose. It's recommended that users confirm their flight details before booking.

Cheap Volaris flights from Midway to San Jose

Browse through some of the cheapest Volaris flights traveling from Chicago to San Jose. Make sure to examine the flight information before completing your reservation.

Cheap Midway to San Jose flights in September & October 2023

The best prices found for MDW to SJC flights for September, October
These are some of the best deals we've found on flights to San Jose in 2023 at this time. Check back soon for alternative fares.

Midway to San Jose 2023 flight deals

Cheap flights to San Jose from Midway found for this year
These are some of the best deals we've found on flights to San Jose in 2023 at this time. Check back soon for alternative fares.

Midway to San Jose flights leaving soon

Late deals on return flights to San Jose from Midway, departing today and this week
Consider one of these great deals we found on last-minute flights from Chicago to San Jose. Users should examine the flight details to ensure there are no surprises.

One-way flights to San Jose from Midway

The cheapest one-way flights from Midway to San Jose
If you're seeking multiple options on one-way flights from Chicago to San Jose, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from Chicago to San Jose instead should update the search form at the top of page.

Find flights from Midway to San Jose within your budget

Use the slider to find flights from Midway to San Jose that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$131 - $297

Route

Depart

Return

Price

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 10/21

1 stop11h 28m

San Jose

Mon 10/23

1 stop14h 03m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 10/14

1 stop11h 28m

San Jose

Mon 10/16

1 stop14h 03m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 10/27

1 stop14h 15m

San Jose

Mon 10/30

2 stops12h 50m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 11/3

1 stop14h 15m

San Jose

Mon 11/6

2 stops12h 42m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 10/11

1 stop12h 31m

San Jose

Thu 10/12

1 stop7h 13m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 10/27

1 stop14h 15m

San Jose

Mon 10/30

1 stop10h 45m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 11/3

1 stop14h 15m

San Jose

Mon 11/6

1 stop10h 45m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 11/4

1 stop23h 46m

San Jose

Mon 11/6

1 stop10h 45m

Chicago MidwaySan Jose

MDW - SJC

MDWSJC

Chicago Midway

Thu 11/2

1 stop10h 34m

San Jose

Wed 11/8

1 stop8h 21m

Flights are sorted by cheapest first

Deals found on 9/20

Reviews of airlines servicing San Jose

Read through reviews of airlines operating flights from Chicago to San Jose, such as Delta and Volaris. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,016 reviews

Food

7.2

Comfort

7.9

Boarding

8.0

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

Delta
7.9
Good
3,016 reviews
Delta
7.9
Good
3,016 reviews

Food

7.2

Comfort

7.9

Boarding

8.0

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

Southwest
7.6
Good
1,520 reviews
Delta
7.9
Good
3,016 reviews

Food

7.2

Comfort

7.9

Boarding

8.0

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

Volaris
6.5
Okay
531 reviews
Delta
7.9
Good
3,016 reviews

Food

7.2

Comfort

7.9

Boarding

8.0

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

Related info for your journey

Useful info, stats and facts about Midway to San Jose flights.

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 3 inbound flights from Chicago Midway per day. 1 airline has flights to San Jose from Chicago Midway on a regular basis.

Can I find flights from Chicago Midway Airport to San Jose for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to San Jose for under $200. The cheapest flight booked recently is on Multiple Airlines for just $131, but on average you can expect to pay $172.

Are there last-minute flights available from Chicago Midway Airport to San Jose for under $200?

There are currently 20+ open flights from Chicago Midway Airport to San Jose within the next 7 days for less than $200.

What does MDW to SJC mean?

Great question - MDW to SJC just means Chicago Midway Airport to San Jose Airport. Now you’ll know what these unique codes when you look for flights!

Alternative routes for Midway to San Jose

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

Top airline flying from Midway to San Jose

The chart below displays the airlines Cheapflights users traveling from Midway to San Jose choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$325Average$471FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Midway to San Jose

See what time of day planes typically take off from Midway to San Jose
1%of flight departuresEarly morningMidnight to 6 am
76%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
23%of flight departuresEvening6 pm to midnight
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
Sunday2daily flights
Monday5daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday5daily flights
Friday5daily flights
Saturday3daily flights
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