Cheap flights from Chicago to San Jose from $119

Round-trip
1 adult
Economy
From?
To?
Mon 7/4
Mon 7/11

Deals available from 900+ travel sites.

Flight information for Chicago to San Jose
(CHI to SJC)

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Jose

Best Price Found

$119

Fastest flight time

4h 30m

Direct flights

None

Airports in San Jose

1 airport
The best one-way flight to San Jose from Chicago in the past 72 hours is $119. The best round-trip flight deal from Chicago to San Jose found on momondo in the last 72 hours is $324.
The fastest flight from Chicago to San Jose takes 4h 30m
There are no direct flights from Chicago to San Jose. Popular non-direct routes for this connection are Chicago Midway Airport - San Jose Airport and Chicago O'Hare Intl Airport - San Jose Airport.
There is 1 airport near San Jose: San Jose (SJC)

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

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 Chicago to San Jose?

January

The cheapest time of year to fly to San Jose from Chicago is January. Most expensive is May

What is the cheapest day to depart Chicago for San Jose?

Wednesday

The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago to San Jose?

at noon

Chicago to San Jose flights are approximately 9% more expensive in the morning than at noon

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

Major Airline

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

What is the cheapest Chicago to San Jose flight route?

Chicago O'Hare Intl - San Jose

Fly from Chicago O'Hare Intl to San Jose for the best Chicago - San Jose flight prices

How far in advance should you book Chicago to San Jose flights?

41 days before

The cheapest time to buy a flight from Chicago to San Jose is approximately 41 days to departure

When you’re planning your trip from Chicago to San Jose, the most popular airport-to-airport route is Chicago O'Hare Intl Airport to San Jose Airport. When booking your trip to San Jose, it is helpful to have an alternative airport to fly out of. The nearest airport to Chicago O'Hare Intl Airport is Chicago Midway Airport which is located in Chicago. When traveling from Chicago, it is helpful to have an alternative airport to fly into when you land in San Jose. Good options for arrival airports in San Jose, you can try San Francisco Airport (in San Francisco), Oakland Airport (in Oakland), or Monterey Regional Airport (in Monterey). The cheapest route from Chicago to San Jose is MDW — OAK with an average price of $161 RT during the month of June.

Chicago O'Hare Intl Airport (ORD) to San Francisco Airport (SFO)$254
Search Flight Deals
Chicago O'Hare Intl Airport (ORD) to Oakland Airport (OAK)$184
Search Flight Deals
Chicago Midway Airport (MDW) to San Francisco Airport (SFO)$204
Search Flight Deals
Chicago O'Hare Intl Airport (ORD) to San Jose Airport (SJC)$233
Search Flight Deals
Chicago Midway Airport (MDW) to Oakland Airport (OAK)$161
Search Flight Deals
Chicago Midway Airport (MDW) to San Jose Airport (SJC)$358
Search Flight Deals

Easily compare round-trip flights from Chicago to San Jose

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 Chicago to San Jose by changing tabs
Multiple Airlines
Nov 1
ORD2:15 amChicago O'Hare Intl
8h 28m
1 stop
SJC10:43 amSan Jose
Nov 1
SJC3:30 pmSan Jose
17h 54m
1 stop
ORD9:24 amChicago O'Hare Intl
Delta
Sep 14
ORD2:00 amChicago O'Hare Intl
9h 34m
1 stop
SJC11:34 amSan Jose
Sep 20
SJC10:19 amSan Jose
7h 32m
1 stop
ORD5:51 pmChicago O'Hare Intl
Alaska Airlines
Oct 29
ORD2:21 pmChicago O'Hare Intl
4h 52m
SJC7:13 pmSan Jose
Nov 7
SJC2:40 pmSan Jose
14h 33m
1 stop
ORD5:13 amChicago O'Hare Intl
United Airlines
Nov 5
ORD4:52 amChicago O'Hare Intl
4h 51m
SJC9:43 amSan Jose
Nov 17
SJC1:30 amSan Jose
4h 16m
ORD5:46 amChicago O'Hare Intl
American Airlines
Nov 5
ORD10:55 amChicago O'Hare Intl
8h 11m
1 stop
SJC7:06 pmSan Jose
Nov 12
SJC8:26 amSan Jose
4h 14m
ORD12:40 pmChicago O'Hare Intl
Multiple Airlines
Nov 1
ORD2:15 amChicago O'Hare Intl
8h 28m
1 stop
SJC10:43 amSan Jose
Nov 7
SJC2:30 pmSan Jose
17h 54m
1 stop
ORD8:24 amChicago O'Hare Intl

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

If you're looking for one-way flights from Chicago to San Jose, view some of our deals below provided by American Airlines, Delta and United Airlines
Multiple Airlines
Nov 2
ORD2:15 amChicago O'Hare Intl
8h 28m
1 stop
SJC10:43 amSan Jose
Delta
Sep 14
ORD2:00 amChicago O'Hare Intl
9h 34m
1 stop
SJC11:34 amSan Jose
American Airlines
Nov 5
ORD4:20 amChicago O'Hare Intl
4h 33m
SJC8:53 amSan Jose

Search last-minute flights to San Jose from Chicago

Find and compare round-trip flight prices for your last-minute flight from Chicago to San Jose
United Airlines
Jul 4
ORD5:10 amChicago O'Hare Intl
4h 39m
SJC9:49 amSan Jose
Jul 11
SJC7:00 pmSan Jose
8h 26m
1 stop
ORD3:26 amChicago O'Hare Intl
Multiple Airlines
Jul 5
ORD2:30 pmChicago O'Hare Intl
7h 21m
1 stop
SJC9:51 pmSan Jose
Jul 19
SJC10:45 amSan Jose
31h 57m
2 stops
ORD6:42 pmChicago O'Hare Intl
American Airlines
Jul 6
ORD9:31 amChicago O'Hare Intl
8h 49m
1 stop
SJC6:20 pmSan Jose
Jul 9
SJC8:37 amSan Jose
6h 08m
1 stop
ORD2:45 pmChicago O'Hare Intl
Delta
Jul 6
MDW5:27 amChicago Midway
10h 58m
2 stops
SJC4:25 pmSan Jose
Jul 18
SJC2:34 pmSan Jose
12h 10m
2 stops
MDW2:44 amChicago Midway
United Airlines
Jul 4
ORD3:15 amChicago O'Hare Intl
8h 45m
1 stop
SJC12:00 pmSan Jose
Jul 11
SJC7:00 pmSan Jose
8h 26m
1 stop
ORD3:26 amChicago O'Hare Intl
Multiple Airlines
Jul 6
ORD12:50 pmChicago O'Hare Intl
9h 01m
1 stop
SJC9:51 pmSan Jose
Jul 11
SJC3:35 pmSan Jose
23h 00m
1 stop
ORD2:35 pmChicago O'Hare Intl

Best airlines flying from Chicago to San Jose

Compare and see reviews for airlines that fly from Chicago to San Jose with momondo
AirlineRatingFree CancellationPrice
American AirlinesPriceFrom $128Free CancellationRating
7.0
7.4

Boarding

7.1

Comfort

8.0

Crew

6.8

Entertainment

6.4

Food

Reviews

One of the stewards, and I wish I had asked his name but did not, had braids in his hair. He was African American and was just the most pleasant crew member I have experienced with your airline. He was professional but also personable. He had a great attitude and sense of humor. I know in your industry the public is quick to report the bad experiences, but this experience was great. If you can find out his name, please let him read this comment and let him know it was refreshing to have someone like him on the flight!

1 / 10
Search American Airlines flights
DeltaPriceFrom $179Free CancellationRating
7.8
7.9

Boarding

8.0

Comfort

8.3

Crew

7.7

Entertainment

7.3

Food

Reviews

It was so cold on the flight, otherwise okay.

1 / 10
Search Delta flights
Alaska AirlinesPriceFrom $186Free CancellationRating
7.9
8.2

Boarding

7.9

Comfort

8.5

Crew

7.2

Entertainment

7.1

Food

Reviews

Alaska is my favorite airline, for service, for cleanliness, for taking me places I need to go. Thank you for a wonderful first trip since COVID.

1 / 10
Search Alaska Airlines flights
United AirlinesPriceFrom $217Free CancellationRating
7.2
7.5

Boarding

7.1

Comfort

8.0

Crew

6.9

Entertainment

6.5

Food

Reviews

First off....... In June 2022 Canada is still trying to flatten the curve. We had to wear masks for ~ 10 hours flying across the pond and listen to snarky comments from crew "cover your nose", while everyone went without a mask for the 1-2 hour plus meal service, absolutely ridiculous! I would recommend avoiding Canada until they understand that the world has moved on in the understanding of COVID-19 as an endemic virus. Second, all of the Air Canada flights were late or delayed due to low staffing. We were also left waiting on the tarmac for several hours due to problems with airport infrastructure, meaning-they could not find someone to extend the jetway to the plane, causing us to nearly miss our connection.... 45 minutes sitting 20 feet from the airport, major fail. Third, the Canadian officials were a bit cunty, I was very surprised, I traveled to Canada often prior to the pandemic and was always greeted with a smile and a laugh.... those days are over, or on hold while thy continue to battle the virus. On to the Middle East for more history. Cheers!

1 / 10
Search United Airlines flights
  • United Airlines Flights From Chicago to San Jose

    United Airlines flight deals from Chicago to San Jose start from $217 round-trip. Over the 4 United Airlines flights for this route in a normal week, average airfare is usually $517 round-trip - but some users have found much cheaper deals with momondo.


Delta flights from Chicago to San Jose

Our best Delta deals on Chicago to San Jose flight tickets
Delta
Sep 14
ORD2:00 amChicago O'Hare Intl
9h 34m
1 stop
SJC11:34 amSan Jose
Sep 20
SJC10:19 amSan Jose
7h 32m
1 stop
ORD5:51 pmChicago O'Hare Intl
Delta
Sep 24
ORD11:30 amChicago O'Hare Intl
8h 33m
1 stop
SJC8:03 pmSan Jose
Oct 1
SJC3:00 amSan Jose
12h 17m
1 stop
ORD3:17 pmChicago O'Hare Intl
Delta
Sep 10
ORD3:20 amChicago O'Hare Intl
7h 19m
1 stop
SJC10:39 amSan Jose
Sep 20
SJC10:19 amSan Jose
7h 32m
1 stop
ORD5:51 pmChicago O'Hare Intl

American Airlines flights from Chicago to San Jose

Our best American Airlines deals on Chicago to San Jose flight tickets
American Airlines
Nov 5
ORD10:55 amChicago O'Hare Intl
8h 11m
1 stop
SJC7:06 pmSan Jose
Nov 12
SJC8:26 amSan Jose
4h 14m
ORD12:40 pmChicago O'Hare Intl
American Airlines
Nov 21
ORD3:20 amChicago O'Hare Intl
4h 33m
SJC7:53 amSan Jose
Dec 7
SJC8:26 amSan Jose
4h 14m
ORD12:40 pmChicago O'Hare Intl
American Airlines
Jul 6
ORD9:31 amChicago O'Hare Intl
8h 49m
1 stop
SJC6:20 pmSan Jose
Jul 9
SJC8:37 amSan Jose
6h 08m
1 stop
ORD2:45 pmChicago O'Hare Intl

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

    Some of our partner airlines flying from Chicago to San Jose are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, American Airlines, and Alaska Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.

  • How far is Chicago to San Jose by plane?

    San Jose is 1836.7 mi away from Chicago. Flights usually cover this in 4h 33m, depending on flying conditions and air traffic around both airports.



Alternative routes for Chicago to San Jose

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Los Angeles Flights
Fastest flight time4h 15m
Cheapest price$187
Chicago to San Diego Flights
Fastest flight time4h 04m
Cheapest price$126
Chicago to Santa Ana Flights
Fastest flight time4h 08m
Cheapest price$196
Chicago to San Francisco Flights
Fastest flight time5h 41m
Cheapest price$204
Chicago to Burbank Flights
Fastest flight time5h 41m
Cheapest price$231
Chicago to Sacramento Flights
Fastest flight time4h 23m
Cheapest price$196
St. Louis to Los Angeles Flights
Fastest flight time3h 45m
Cheapest price$192
Chicago to Oakland, California Flights
Fastest flight time5h 40m
Cheapest price$161
Chicago to Reno Flights
Fastest flight time4h 18m
Cheapest price$177
Chicago to Palm Springs Flights
Fastest flight time4h 15m
Cheapest price$284
Chicago to Ontario Flights
Fastest flight time4h 02m
Cheapest price$242
Chicago to Long Beach Flights
Fastest flight time6h 15m
Cheapest price$296

Similar Chicago to San Jose flights

Flexible with your destination? Broaden your search and find flights similar to your Chicago to San Jose route

Why use momondo?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to San Jose. Millions of users trust and use momondo every year so you are in good hands.

momondo does allow users to show only those flights to San Jose from Chicago which offer a flexible booking policy as well as other useful filters and features.

momondo provides multiple filters to help you find the best flight to San Jose from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

Price alerts on flights to San Jose from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


Here's why travelers choose to use momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
Track the price of your preferred flight route and be notified when it changes.