Cheap Flights from San Juan to Chicago, IL from $65

Return flight: Chicago – San Juan
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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

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $65 (one-way), $111 (round-trip).
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Best Flights from San Juan to Chicago Today

Take a look at the list of non stop flights and flights with layovers from San Juan to Chicago with the lowest price of $152. The fastest direct flight takes 5h 10m and the fastest connecting – 8h 31m.
Price Departure Arrival Flight Duration Airline Flight
from $193
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15:35
San Juan
Luis Munoz Marin Intl
 18:45
Chicago
O'Hare International
 5h 10m United Airlines
UA841
from $152
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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
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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
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 07, 2023
Full flight schedule will help you in detecting at what time planes fly from San Juan to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
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
*Departure and arrival times - local. Updated on June 7, 2023

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.

Economy class
$152
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First class
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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 Airlines
    from $193
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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 Airlines
    from $189
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  • NK - Spirit Airlines
    from $152
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Airports

You can fly from San Juan to Chicago from 2 airports (Isla Grande, Luis Munoz Marin Intl).

San Juan airports

  • Isla Grande-SIG
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  • Luis Munoz Marin Intl-SJU
    from $152
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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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 737-900
    from $189
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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.

All flights from San Juan | All flights to Chicago

How to book a plane ticket yourself?

How to book an air 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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