Cheap flights San Juan — Chicago (SJU — CHI)

Good to know - Cheap tickets San Juan — Chicago

Cheapest flight found $43
Minimal flight time 5h 0m
Flight distance 3306 km
Most popular airline Spirit Airlines

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 2025
September 2025
May 2025
April 2025
March 2025
October 2024
September 2024
August 2024

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
06:00 10:16 mon, thu, fri, sat, sun NK1632 Spirit Airlines 5h 16m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
06:50 11:06 daily NK2534 Spirit Airlines 5h 16m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
07:35 11:54 tue, wed, thu, sat, sun UA2089 United Airlines 5h 19m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
07:45 11:55 daily UA2089 United Airlines 5h 10m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
08:35 11:54 sat, sun UA2089 United Airlines 5h 19m Luis Munoz Marin International Airport — O'Hare International Airport Select dates
09:44 13:58 tue, wed NK1632 Spirit Airlines 5h 14m 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
12:55 17:25 sun WN1578 Southwest Airlines 5h 30m Luis Munoz Marin International Airport — Chicago Midway International Airport Select dates
13:00 17:20 sat WN3933 Southwest Airlines 5h 20m Luis Munoz Marin International Airport — Chicago Midway International Airport Select dates
13:05 17:05 sat WN3887 Southwest Airlines 5h 0m 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 September and flights San Juan — Chicago — San Juan in the month of April.

Flights San Juan — Chicago

The selection of cheap flights San Juan — Chicago

Here you can find and purchase the cheapest flights San Juan — Chicago from $43 and San Juan — Chicago — San Juan from $81.

The price of the flight San Juan — Chicago (United States) — San Juan from $81 (round-trip).

The average price of the flight San Juan — Chicago (United States) — San Juan $411 (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 5h 0m.

LowCostClub always do a comparison of airfares San Juan — Chicago with several airlines (include Spirit Airlines, United Airlines, NetJets). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets San Juan — Chicago. Last week, for instance, the cheapest round-trip prices stood at $81 while the cheapest one-way price that was available within the last week cost $43

Routes from nearby cities to Chicago

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

The most frequent flight to Chicago is from Saint Croix. The cheapest airfare can be purchased with a flight from Aguadilla from $73. The nearest airports from 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: NK1632, NK2534, UA2089, , WN1578, WN3933, WN3887, UA1045, NK1878, AA1184, UA2088, NK173

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, United Airlines, NetJets, Southwest Airlines, American Airlines depart from San Juan on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through ABX Air, Air Canada, Amazon Air, Amerijet International, Atlas Air, Avelo Airlines, avianca, Baker Aviation, Cape Air, Cargolux, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Shelly the Sea Turtle Livery), GlobalX (Blue Livery), Iberia, Jet Linx Aviation, JetBlue, Maersk Air Cargo, National Airlines, Sun Country Airlines, UPS.

A direct flight lasts an average of 5h 0m, during which time the aircraft covers a distance of 3306 km.

The price of flights San Juan — Chicago starts from $43.

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: NK1632, NK2534, UA2089, UA2089, UA2089, NK1632, WN1578, WN3933, WN3887, UA1045, NK1878, AA1184, WN3887, AA1184, UA2088, WN1578, WN1578, NK173, NK173, NK173

High season is considered to be August and the cheapest month is September. 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, United Airlines, NetJets, Southwest Airlines, American Airlines.

All the following airlines flights San Juan — Chicago: ABX Air, Air Canada, Amazon Air, American Airlines, Amerijet International, Atlas Air, Avelo Airlines, avianca, Baker Aviation, Cape Air, Cargolux, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Shelly the Sea Turtle Livery), GlobalX (Blue Livery), Iberia, Jet Linx Aviation, JetBlue, Maersk Air Cargo, National Airlines, NetJets, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Airlines, UPS.

Low price calendar

We use cookies and similar technologies for different purposes. Read the privacy policy. If you use the site you agree to them.