Cheap flights San Juan — Chicago (SJU — CHI)

Good to know - Cheap tickets San Juan — Chicago

Minimal flight time 4h 50m
Flight distance 3306 km
Most popular airline Spirit Airlines
Round-trip from $62

Airfare San Juan – Chicago by month

Here you can find out in what months how much a ticket San Juan – Chicago costs to buy cheap plane tickets.

Month One-way Round-trip
October 2026
September 2026
August 2026
July 2026
June 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
October 2025

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights San Juan — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
01:29 05:45 daily NK587 Spirit Airlines 5h 16m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
05:28 10:00 mon, tue, thu, fri, sat, sun AA439 American Eagle 5h 32m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
07:30 11:52 daily UA2089 United Express 5h 22m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
11:14 15:41 mon, wed, fri, sat NK2208 Spirit Airlines 5h 27m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
11:32 15:48 tue, wed, sun NK2208 Spirit Airlines 5h 16m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
12:00 15:12 sun NetJets 5h 12m Luis Munoz Marin International Airport — Chicago Midway International Airport Select dates
12:32 15:48 daily NK2208 Spirit Airlines 5h 16m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
14:20 18:40 sun WN2536 Southwest Airlines 5h 20m Luis Munoz Marin International Airport — Chicago Midway International Airport Select dates
14:35 18:55 sat WN512 Southwest Airlines 5h 20m Luis Munoz Marin International Airport — Chicago Midway International Airport Select dates
14:35 18:25 mon JL546 Jet Linx Aviation 4h 50m Luis Munoz Marin International Airport — Chicago Midway International Airport Select dates
All routes

Dynamics airfare San Juan — Chicago by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route San Juan — Chicago

The graph shows that booking flights San Juan — Chicago is best planned for February and flights San Juan — Chicago — San Juan in the month of January.

Flights San Juan — Chicago

The selection of cheap flights San Juan — Chicago

The price of the flight San Juan — Chicago (United States) — San Juan from $62 (round-trip).

The average price of the flight San Juan — Chicago (United States) — San Juan $255 (round-trip).

Low cost flights San Juan — Chicago (SJU — CHI)

The distance between San Juan and Chicago 2054 miles (or 3306 kilometres).

The time difference between San Juan and Chicago is 1 h.

Minimal flight time from San Juan to Chicago 4h 50m.

Routes from nearby cities to Chicago

A flight from a neighbouring city can help you save money on plane tickets.

The closest airports to San Juan with a flight to Chicago are in Punta Cana.

Popular International routes from San Juan

Popular routes from Chicago

If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:

Popular domestic routes from San Juan

FAQ about San Juan — Chicago

Yes, they do: NK587, AA439, UA2089, NK2208, , WN2536, WN512, JL546, AA3276, UA2088, AA2519, AA3304

Yes, you can fly from San Juan to Chicago. San Juan has 2 airports (Luis Munoz Marin International Airport, Isla Grande) for flights. Spirit Airlines, American Eagle, United Express, NetJets, Southwest Airlines, Jet Linx Aviation depart from San Juan on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through ABX Air, Air Canada, Arajet, Atlas Air, Avelo Airlines, avianca, Cape Air, Cargolux, Contour Aviation, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Penny the Owl Livery), GlobalX, Iberia, JetBlue, Phoenix Air, Southern Airways Express, Sun Country Airlines, UPS, WestJet.

A direct flight lasts an average of 4h 50m, during which time the aircraft covers a distance of 3306 km.

The price of flights San Juan — Chicago starts from $62.

Planes fly San Juan — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In San Juan — Luis Munoz Marin International Airport, Isla Grande. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.

The following flights fly between San Juan and Chicago: NK587, AA439, UA2089, NK2208, NK2208, NK2208, WN2536, WN512, JL546, AA3276, UA2088, AA2519, UA2088, AA3304

High season is considered to be March and the cheapest month is February. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest San Juan — Chicago flight deals.

The following airlines have direct flights San Juan — Chicago: Spirit Airlines, American Eagle, United Express, NetJets, Southwest Airlines, Jet Linx Aviation.

All the following airlines flights San Juan — Chicago: ABX Air, Air Canada, American Eagle, Arajet, Atlas Air, Avelo Airlines, avianca, Cape Air, Cargolux, Contour Aviation, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Penny the Owl Livery), GlobalX, Iberia, Jet Linx Aviation, JetBlue, NetJets, Phoenix Air, Southern Airways Express, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Express, UPS, WestJet.

Low price calendar