Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from San Juan to Chicago is Spirit Airlines.
Cheapest Month
May
Travel Period: April 2025 - March 2026
The cheapest month(s) to fly from San Juan to Chicago is May.
Cheapest Day of the Week
Thursday
The cheapest day(s) of the week to fly from San Juan to Chicago is Thursday.
How far is Chicago from San Juan?
The flight distance between San Juan and Chicago is 3305km. Check all available flights on Wego.
Popular Destinations From Chicago
Popular Destinations From San Juan
Popular Hotels in Chicago
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- The Royal Sonesta Chicago Downtown
- Club Quarters Hotel Central Loop
- The Ritz-Carlton, Chicago
- Fairmont Chicago at Millennium Park Gold Experience
- Swissôtel Chicago
- Pendry Chicago
- Hotel Felix Chicago
- Hotel Saint Clair
- Best Western River North Hotel
