Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Chicago to San Jose is Spirit Airlines.
Travel Period: May 2024 - April 2025
The cheapest month(s) to fly from Chicago to San Jose is May.
The cheapest day(s) of the week to fly from Chicago to San Jose is Monday.
The cheapest time of the day to fly from Chicago to San Jose is in the afternoon.
Flight Schedules
Last Updated: Tue, 2 Apr, 2024
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Connecting Flights
The fastest flight time for direct flights from Chicago to San Jose is 5 hours 10 minutes. Check latest flight schedules & prices 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 06:10. The last flight of the day departs at 06:10. 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 destinations from San Jose
Popular destinations from Chicago
Popular Hotels in San Jose
- Sleep Inn Hotel Paseo Las Damas
- DoubleTree by Hilton Hotel Cariari San Jose
- Barceló San José
- Radisson San Jose-Costa Rica
- Inca Real
- Costa Rica Guesthouse
- Urban Green Hotel & Suites
- Wyndham Garden San Jose Escazu
- Wyndham San Jose Herradura Hotel & Convention Center
- Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica