Cheap flights from San José to Chicago

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Easily compare round trip flights from San José to Chicago

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 José to Chicago by changing tabs
Quickest
Cheapest
Frontier
Frontier
30 Oct
SJC
8:42 am
San Jose airport
6h 32m
1 Stop
5:14 pm
ORD
Chicago O'Hare Intl airport
Frontier
05 Nov
ORD
11:04 am
Chicago O'Hare Intl airport
23h 33m
1 Stop
8:37 am
+1
SJC
San Jose airport
222 USD
Frontier
Frontier
04 Nov
SJC
11:33 am
San Jose airport
11h 47m
1 Stop
1:20 am
+1
ORD
Chicago O'Hare Intl airport
Frontier
05 Nov
ORD
11:04 am
Chicago O'Hare Intl airport
23h 33m
1 Stop
8:37 am
+1
SJC
San Jose airport
222 USD
Frontier
Frontier
30 Oct
SJC
8:42 am
San Jose airport
6h 32m
1 Stop
5:14 pm
ORD
Chicago O'Hare Intl airport
Frontier
04 Nov
ORD
12:25 am
Chicago O'Hare Intl airport
14h 07m
2 Stops
12:32 pm
SJC
San Jose airport
237 USD
American Airlines
American Airlines
31 Oct
SJC
6:20 am
San Jose airport
4h 21m
12:41 pm
ORD
Chicago O'Hare Intl airport
American Airlines
06 Nov
ORD
11:26 am
Chicago O'Hare Intl airport
4h 28m
1:54 pm
SJC
San Jose airport
257 USD
Delta
Delta
02 Nov
SJC
11:00 pm
San Jose airport
5h 47m
1 Stop
6:47 am
+1
ORD
Chicago O'Hare Intl airport
Delta
06 Nov
ORD
11:26 am
Chicago O'Hare Intl airport
4h 28m
1:54 pm
SJC
San Jose airport
266 USD
Delta
Delta
29 Oct
SJC
11:00 pm
San Jose airport
5h 47m
1 Stop
6:47 am
+1
ORD
Chicago O'Hare Intl airport
Delta
31 Oct
ORD
4:55 am
Chicago O'Hare Intl airport
4h 29m
7:24 am
SJC
San Jose airport
266 USD

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

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
CHEAPEST MONTH TO FLY
October
The cheapest time of year to fly to Chicago from San José is October. Most expensive is July
CHEAPEST DAY TO FLY
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
in the afternoon
San José to Chicago flights are approximately 142% more expensive at noon than in the afternoon
CHEAPEST AIRLINE
Frontier
Frontier, Spirit Airlines, and Sun Country Air are the most popular carriers operating from San José to Chicago
CHEAPEST ROUTE
San Jose - Chicago O'Hare Intl
Fly from San Jose to Chicago O'Hare Intl for the best San José - Chicago flight prices
CHEAPEST TIME TO BOOK
33 days before
The cheapest time to buy a flight from San José to Chicago is approximately 33 days to departure
60
Days before departure
0

Flight information for San José to Chicago (SJC - CHI)

Find info about flight duration, direct flights, and airports for your flight from San José to Chicago
Fastest flight time
3h 55m
The fastest flight from San José to Chicago takes 3h 55m.
Direct flights
Every day
Direct flights go from San José to Chicago every day.
Airports in Chicago
3 airports
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for San José to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
San Francisco to Chicago
Fastest flight time
3h 58m
Cheapest price
216 USD
Fresno to Chicago
Fastest flight time
3h 50m
Cheapest price
270 USD

Flights from San José to:

Flights to Chicago from:

  • San Jose
  • California
  • United States
  • North America