How many airports are there in San Jose?

There are 7 airports in San Jose: San Jose International, San Jose Reid-Hillview, Oakland Metropolitan Oak, San Francisco International, Concord, Carmel Monterey Peninsula, and Sacramento Stockton.

How long does it take to fly from Chicago Midway to San Jose?

4 hours and 34 minutes is the average flight time from Chicago Midway to San Jose.

Which airlines fly direct from Chicago Midway to San Jose?

Southwest Airlines flies direct from Chicago Midway to San Jose.

How many flights are there a week from Chicago Midway to San Jose?

There are 13 flights per week flying from Chicago Midway to San Jose, as of May 2024.

Can I get a direct flight from Chicago Midway Airport to San Jose?

Yes – the average flight time is 4 hours and 34 minutes.

How can I get the best flight deal from Chicago Midway Airport to San Jose?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Jose but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to San Jose?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to San Jose is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in San Jose?

In May, the average temperature is usually around 59°F. August is typically the warmest month in San Jose, when it usually averages around 83°F. You can expect the least rain in July. The coldest month is January, with temperatures averaging 41°F. The rainiest month is February.

Cheap Flights from Chicago Midway to San Jose

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Flight deals from Chicago Midway to San Jose

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Direct flights from Chicago Midway to San Jose

Southwest Airlines

Alternative Chicago Midway to San Jose routes

Looking for the cheapest, fastest or easiest route from Chicago Midway to San Jose? You could fly into the following airports instead.

Chicago to San Jose: Flight information

The things to know before you go.

Average flight time	4 hrs, 34 mins
Most popular airline	Southwest Airlines
Average flights per week	13

Finding cheap flights from Chicago Midway to San Jose: Frequently asked questions

: There are 7 airports in San Jose: San Jose International, San Jose Reid-Hillview, Oakland Metropolitan Oak, San Francisco International, Concord, Carmel Monterey Peninsula, and Sacramento Stockton.
: 4 hours and 34 minutes is the average flight time from Chicago Midway to San Jose.
: Southwest Airlines flies direct from Chicago Midway to San Jose.
: There are 13 flights per week flying from Chicago Midway to San Jose, as of May 2024.
: Yes – the average flight time is 4 hours and 34 minutes.
: We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Jose but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
: We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to San Jose is around 40 days in advance, so don’t leave your flight to the last minute.
: In May, the average temperature is usually around 59°F. August is typically the warmest month in San Jose, when it usually averages around 83°F. You can expect the least rain in July. The coldest month is January, with temperatures averaging 41°F. The rainiest month is February.

How to find cheap flights to San Jose from Chicago Midway

Looking for cheap tickets from Chicago Midway to San Jose? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

Simply hit "search." From Delta Air Lines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago Midway to San Jose. And with us, there are no hidden fees – what you see is what you pay.
Compare flight deals to San Jose from Chicago Midway from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
Flex your dates to find the best Chicago Midway–San Jose ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to San Jose from Chicago Midway.
Set up a Price Alert. You can easily track the fare of your cheap Chicago Midway–San Jose flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Fly without stops. Only interested in direct flights between Chicago Midway and San Jose? Make sure to tick "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results.
Find the cheapest Business Class flights from Chicago Midway and San Jose. We scour the Internet for the best Business, Premium Economy and First Class flight fares to San Jose, too. Check the difference in price as you search – you might just stumble on a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for Chicago Midway to San Jose flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save the next time you travel.

Combine your flight to San Jose from Chicago Midway with hotels and car rental

Once you've secured your cheap flight ticket from Chicago Midway to San Jose, discover the best prices and exclusive rates for hotels in San Jose or nearby. You can also compare hundreds of car rental companies at once so you get the best car rental price for your trip.

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