San Juan → Chicago
Flights from San Juan to Chicago
San Juan
Chicago
Nonstop flights link San Juan and Chicago.
- Nonstop flight
- United Airlines (UA2088)
- Nonstop fare seen
- from £132 one way
- Straight-line distance
- 3,304 km
Searched and booked on Aviasales. Head Your Way may earn a commission at no extra cost to you.
What this is based on
Arrive inChicago →- The fare was in the fare provider's listings when read on 2 Oct 2026 and is a past price, not a quote.
- Source: Fare search by Travelpayouts, 2 Oct 2026. How Head Your Way works.
Continue from Chicago
New York🚆 Train · 20h 12m · 10/weekLos Angeles🚆 Train · 44h 04m · 10/weekMilwaukee🚆 Train · 1h 14m · 110/weekSan Antonio🚆 Train · 32h 36m · 10/weekDallas🚆 Train · 21h 58m · 10/weekAurora🚆 Train · 52m · 327/weekFort Worth🚆 Train · 23h 35m · 10/weekIstanbul, Turkey✈ Flight · nonstop · Turkish AirlinesMadison🚌 Coach · 3h 50m · 105/weekMexico City, Mexico✈ Flight · nonstop · VolarisSeoul, South Korea✈ Flight · nonstop · Korean AirElk Grove Village🚗 By car · 37 km by road
Browse direct connections
Airports: Chicago Meigs Airport (CGX); Chicago Midway International Airport (MDW); Chicago O'Hare International Airport (ORD), 26 km away; Chicago Executive Airport (PWK), 36 km away · Stations: Chicago Union Station; Chicago OTC; LaSalle Street; Millennium Station and 4 more · Ports: Chicago
Journeys through Chicago
Other ways to leave San Juan