Cheap Flights from San Juan to Chicago, IL from $110
On Cheapflightsplus.com you will find 6 direct and 397 connecting flights from San Juan to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $110, book and save on cheap plane tickets and last minute offers. Also check out SJU-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Flight Information
Below we will explain in detail what the flights cost on the destination from San Juan to Chicago depends on and how to choose the most interesting flight option for you.
Distance between San Juan and Chicago is 3314 miles. Time difference between the cities is 2h. Airplanes depart 01:05 to 23:59 from 2 San Juan airports and arrive 01:05 to 23:59 to 7 Chicago airports. Average flight time is 5h 9m.
- The fastest flight 4h 59m
- Average flight time 5h 9m
- The earliest flight 01:05
- The latest flight 23:59
- Distance 2060 ml
Best Flights from San Juan to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $113 | 16:46 San Juan Luis Munoz Marin Intl | 20:50 Chicago O'Hare International | 5h 4m | Spirit Airlines | NK1531 |
| from $133 | 06:00 San Juan Luis Munoz Marin Intl | 10:16 Chicago O'Hare International | 5h 16m | Spirit Airlines | NK1632 |
| from $167 | 20:59 San Juan Luis Munoz Marin Intl | 00:58 Chicago O'Hare International | 4h 59m | Spirit Airlines | NK492 |
| from $110 | 20:12 San Juan Luis Munoz Marin Intl | 08:50+1 день Chicago O'Hare International | 13h 38m layover 7h 27m - Miami | Spirit Airlines | NK2222 NK2188 |
| from $121 | 15:21 San Juan Luis Munoz Marin Intl | 23:21 Chicago O'Hare International | 9h 0m layover 2h 36m - Atlanta | Frontier Airlines | F92871 F91595 |
| from $114 | 20:24 San Juan Luis Munoz Marin Intl | 18:44+1 день Chicago O'Hare International | 23h 20m layover 7h 3m - Miami 9h 20m - Orlando | Spirit Airlines | NK2222 NK2195 NK2190 |
| from $141 | 01:33 San Juan Luis Munoz Marin Intl | 06:42+1 день Chicago O'Hare International | 30h 9m layover 14h 43m - Dallas 2h 40m - Los Angeles | Spirit Airlines | NK2530 NK2452 NK2549 |
The cheapest months to travel to Chicago are june (from 110 $), may (from 113 $), august (from 113 $).
The most expensive months are november (from 302 $), february (from 291 $), december (from 290 $).
What is the lowest airfare San Juan to Chicago?
The cheapest plane ticket found by our users is $110. This airfare is for economy class on one-way NK2222 flight by Spirit Airlines for June 5, 2025 which leaves Luis Munoz Marin Intl in San Juan at 20:12 am and arrives at Chicago O'Hare International at 08:50.
Flight Schedule San Juan to Chicago (Illinois)
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Popular Airlines on the Route
The flight San Juan — Chicago is served by 7 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Cape Air - 10 departures per week at the price of from $ 375 . And the most expensive tickets are offered by Finnair airline - from $ 4027.
Direct flights
There are 6 nonstop flights on the route. The fastest direct flight is NK492 by Spirit Airlines takes 4h 59m and the cheapest is NK2222 by Spirit Airlines for $113.
- UA - United Airlinesfrom $207Find
- NK - Spirit Airlinesfrom $113Find
Connecting Flights
There are 397 flights with layovers on the route. The fastest connecting flight is F92215 by Frontier Airlines takes 6h 51m and the cheapest is NK2222 by Spirit Airlines for $110.
- 9K - Cape Airfrom $375Find
- F9 - Frontier Airlinesfrom $121Find
- SY - Sun Country Airlinesfrom $268Find
- AY - Finnairfrom $4027Find
- DM - Aero-Charterfrom $355Find
- UA - United Airlinesfrom $197Find
- NK - Spirit Airlinesfrom $110Find
Airports
You can fly from San Juan to Chicago from 2 airports (Isla Grande, Luis Munoz Marin Intl).
San Juan airports
- Isla Grande-SIGFind
- Luis Munoz Marin Intl-SJUfrom $110Find
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from San Juan by 7 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from San Juan
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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