Flight deals fromChicago to San Jose
Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Chicago to San Jose is Copa Airlines
R$ 2.069
R$ 4.139
R$ 6.208
R$ 2.682
R$ 3.292
R$ 3.491
R$ 4.887
R$ 4.959
R$ 5.540
R$ 6.208
The cheapest airline(s) flying from Chicago to San Jose is Copa Airlines
R$ 2.069
R$ 4.139
R$ 6.208
R$ 2.682
R$ 3.292
R$ 3.491
R$ 4.887
R$ 4.959
R$ 5.540
R$ 6.208
Track flights from
Chicago to San Jose
Check live status and updates for any flight on this route.
Flight Schedules From Chicago to San Jose
Last Update: Tue, 02 Jun 2026
Filter by Airlines
View All Airlines
Filter by Aircraft Types
View All Aircraft Types
07:36ORD
11:55SJO
5 Hrs,19m
Direct
United Airlines·B7M8
-
-
-
-
-
S
-
The fastest flight time for direct flights from Chicago to San Jose is 5 hours 19 minutes. Check latest flight schedules & prices on Wego.
The most popular airline flying from Chicago to San Jose is United Airlines. Find the latest flight deals on Wego.
The flight distance between Chicago and San Jose is 3569km. Check all available flights on Wego.
The earliest flight of the day departs at 07:36. The last flight of the day departs at 07:36. See the full list of flight times on Wego.
There are 1 airlines that offer direct flights from Chicago to San Jose. Find out the list of airlines on Wego.
Popular Airlines Flying From Chicago to San Jose
Popular Destinations From San Jose
Popular Destinations From Chicago
Popular Hotels in San Jose
Sleep Inn Paseo Las Damas
DoubleTree by Hilton Hotel Cariari San Jose - Costa Rica
Radisson San Jose-Costa Rica
Hotel Amón Real
Costa Rica Guesthouse
Urban Green Hotel & Suites
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Four Points by Sheraton San Jose Sabana
Cando Living
La Sabana Hotel Suites Apartments
Wego searches for the best deals on these sites & many more
