FromTo
Departure·1 pax, Economy

Cheapest flights for Chicago – San Juan (CHI – SJU)

Aviasales.ge will find you the cheapest airfare for Chicago – San Juan by comparing the ticket prices to San Juan using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy your tickets for Chicago – San Juan is up to you.

Direct flight for from Chicago to San Juan

The easiest way to to get to your destination is a direct flight. Direct flights for from Chicago to San Juan are offered by:

  • Spirit Airlines (daily NK1481)
  • United Airlines (daily UA695)
  • American Airlines (6 days per week, flight AA2571)
  • Southwest Airlines (1 day per week, flight WN104)

San Juan is served by 2 airports: Luis Munoz Marin International Airport and Isla Grande. Direct flights for Chicago – San Juan are operated by:
  • American Airlines, Spirit Airlines, United Airlines from O'Hare International Airport to Luis Munoz Marin International Airport
  • Southwest Airlines from Chicago Midway International Airport to Luis Munoz Marin International Airport
Flight with layover for the route from Chicago to San Juan

An alternative option for Chicago – San Juan (round-trip) would be a flight with a layover. Prices start at 514 up to 1 383.

The lowest prices for flights with layovers are offered by JetBlue Airways with a layover in Boston. Tickets start at 137.

Affordable and convenient options are also available from:

  • Frontier Airlines (starting at 249 with a layover in Orlando)
  • JetBlue Airways (starting at 319 with a layover in New York)

A flight with a layover on the route Chicago – San Juan will allow you to make your trip more interesting. The layover could be in:

  • Tampa (flight WN776 Southwest Airlines)
  • Miami (flight UA1257 United Airlines)
  • Orlando (flight WN4150 Southwest Airlines)

This is a great chance to get to know these cities. Layovers are usually at least six hours.

Please keep in mind that depending on the number of days remaining until your departure, ticket prices for Chicago – San Juan could change by more than 62%.

Aviasales.ge suggests buying tickets for Chicago – San Juan in advance in order to choose the conditions for your flight that best suit your preferences and budget.

General information on flight Chicago – San Juan (CHI – SJU)
4 ⁠hr 32 ⁠min
Average flight duration
3,305 km
Distance
2 ⁠hr
Current time difference
38
Number of flights per week
₾143
Lowest price
₾0
Average ticket price
05:45
Earliest flight out
22:25
Latest flight out
Airlines flying from Chicago to San Juan
Airports serving Chicago – San Juan

Chicago airports serving flights to San Juan:

  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)

San Juan airports accepting flights from Chicago:

  • Luis Munoz Marin International Airport (SJU)