Cheap Flights from San Juan to Chicago, IL from $65
On Cheapflightsplus.com you will find 1 direct and 2 connecting flights from San Juan to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $152, 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.
Find One-Way and Round-Trip San Juan to Chicago Flight Deals
Best Flights from San Juan to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $193 | 15:35 San Juan Luis Munoz Marin Intl | 18:45 Chicago O'Hare International | 5h 10m | United Airlines | UA841 |
from $152 | 17:28 San Juan Luis Munoz Marin Intl | 23:59 Chicago O'Hare International | 8h 31m layover 2h 20m - Miami | Spirit Airlines | NK240 NK464 |
from $189 | 17:15 San Juan Luis Munoz Marin Intl | 00:01+1 день Chicago O'Hare International | 8h 46m layover 1h 24m - Houston | United Airlines | UA668 UA1854 |
|
Flight Schedule San Juan to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
15:35 — 18:45
|
15:35 — 18:45
UA841
United Airlines
San Juan — Chicago
|
5h 10m |
Find flight
from$193 |
|
17:28 — 23:59
|
17:28 — 19:17
NK240
Spirit Airlines
San Juan — Miami
2h 20m stop
21:37 — 23:59
NK464
Spirit Airlines
Miami — Chicago
|
8h 31m including layover |
Find flight
from$152 |
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 15:35 to 17:28 from 2 San Juan airports and arrive 15:35 to 17:28 to 7 Chicago airports. Average flight time is 5h 10m.
- The fastest flight 5h 10m
- Average flight time 5h 10m
- The earliest flight 15:35
- The latest flight 17:28
- Distance 2060 ml
The cheapest months to travel to Chicago are june (from 152 $).
What is the lowest airfare San Juan to Chicago?
The cheapest plane ticket found by our users is $152. This airfare is for economy class on one-way NK240 flight by Spirit Airlines for June 14, 2023 which leaves Luis Munoz Marin Intl in San Juan at 17:28 am and arrives at Chicago O'Hare International at 23:59.
Popular Airlines on the Route
The flight San Juan — Chicago is served by 2 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by United Airlines - 2 departures per week at the price of from $ 189 . And the most expensive tickets are offered by United Airlines airline - from $ 193.
Direct flights
There are 1 nonstop flights on the route. The fastest direct flight is UA841 by United Airlines takes 5h 10m and the cheapest is NK240 by Spirit Airlines for $193.
- UA - United Airlinesfrom $193Find
Connecting Flights
There are 2 flights with layovers on the route. The fastest connecting flight is NK240 by Spirit Airlines takes 8h 31m and the cheapest is NK240 by Spirit Airlines for $152.
- UA - United Airlinesfrom $189Find
- NK - Spirit Airlinesfrom $152Find
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 $152Find
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 2 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-900from $189Find
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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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