Good to know - Cheap tickets San Juan — Chicago
| Cheapest flight found | $43 |
|---|---|
| Minimal flight time | 5h 12m |
| Flight distance | 3306 km |
| Most popular airline | American 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 |
|---|---|---|
| March 2026 | ||
| February 2026 | ||
| December 2025 | ||
| October 2025 | ||
| September 2025 | ||
| May 2025 | ||
| April 2025 | ||
| March 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 | |
|---|---|---|---|---|---|---|---|
| 06:05 | 09:40 | mon, tue, wed, sun | AA1540 | American Airlines | 5h 35m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 06:33 | 10:05 | fri, sat | AA1555 | American Airlines | 5h 32m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 08:35 | 11:57 | daily | UA2089 | United Express | 5h 22m | 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 | sat | NK2208 | Spirit Airlines | 5h 16m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 13:22 | 16:37 | daily | NK2208 | Spirit Airlines | 5h 15m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 15:00 | 20:57 | wed | American Airlines | 6h 57m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates | |
| 15:00 | 18:20 | sat | WN2952 | Southwest Airlines | 5h 20m | Luis Munoz Marin International Airport — Chicago Midway International Airport | Select dates |
| 15:38 | 19:10 | sat | AA3276 | American Airlines | 5h 32m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 16:02 | 19:37 | wed | AA3276 | American Airlines | 5h 35m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
Popular airlines flying San Juan — Chicago
Flight San Juan – Chicago is served by 26 airlines. 5 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from San Juan to Chicago in the last 48 hours
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 $410 (round-trip).
- Departure city: San Juan
- IATA code of the city of origin: SJU
- Departure airports: Luis Munoz Marin International Airport, Isla Grande
- Departure country: Puerto Rico
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Destination country: United States
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 12m.
LowCostClub always do a comparison of airfares San Juan — Chicago with several airlines (include American Airlines, United Express, 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
Are there any direct flights San Juan — Chicago?
Yes, they do: AA1540, AA1555, UA2089, , NK2208, WN2952, AA3276, WN342, UA2088
Can we fly from San Juan to Chicago?
Yes, you can fly from San Juan to Chicago. San Juan has 2 airports (Luis Munoz Marin International Airport, Isla Grande) for flights. American Airlines, United Express, NetJets, Spirit Airlines, Southwest Airlines depart from San Juan on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through 7Air Cargo, ABX Air, Air Canada, Arajet, Atlas Air, Avelo Airlines, avianca, Cape Air, Cargolux, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Max the Lynx Livery), GlobalX, Iberia, Jet Linx Aviation, JetBlue, Kalitta Charters, LEAF, Phoenix Air, Southern Airways Express, Sun Country Airlines, UPS, WestJet.
How long does it take to fly from San Juan to Chicago?
A direct flight lasts an average of 5h 12m, during which time the aircraft covers a distance of 3306 km.
How much do flights San Juan — Chicago cost?
The price of flights San Juan — Chicago starts from $43.
What days does the plane fly San Juan — Chicago?
Planes fly San Juan — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in San Juan and Chicago?
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.
What flights are currently flying from San Juan to Chicago?
The following flights fly between San Juan and Chicago: AA1540, AA1555, UA2089, NK2208, NK2208, WN2952, AA3276, AA3276, AA3276, WN342, AA3276, UA2088
What month is the cheapest to fly from San Juan to Chicago?
High season is considered to be March and the cheapest month is April. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest San Juan — Chicago flight deals.
Which airlines direct fly from San Juan to Chicago?
The following airlines have direct flights San Juan — Chicago: American Airlines, United Express, NetJets, Spirit Airlines, Southwest Airlines.
Which airlines fly from San Juan to Chicago?
All the following airlines flights San Juan — Chicago: 7Air Cargo, ABX Air, Air Canada, American Airlines, Arajet, Atlas Air, Avelo Airlines, avianca, Cape Air, Cargolux, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Max the Lynx Livery), GlobalX, Iberia, Jet Linx Aviation, JetBlue, Kalitta Charters, LEAF, NetJets, Phoenix Air, Southern Airways Express, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Express, UPS, WestJet.