Flights from Chicago to San Juan (Puerto Rico)

12+
2-11
under 2 years
hab
12+
2-11
under 2 years
  • Find cheap flights
  • Booking tips
idealo Preisfinderidealo Preisfinder - Finde den niedrigsten Flugpreis nach Abflugdatum
LANG_widget_price_headline_widget
LANG_widget_price_interface_add_inbound
LANG_widget_price_interface_add_inbound_label
LANG_widget_price_interface_add_inbound_label
LANG_widget_price_interface_add_inbound
LANG_widget_price_outbound_only
LANG_widget_price_price_per_person
LANG_widget_price_check_availablility
Due to the effect of the current situation on air traffic, fewer offers are being submitted. Some offers might now no longer be available.
Outbound flight: 12/31/20
09:45 CHI
16:36 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
direct
Frontier Airlines
Return flight: 01/07/21
01:10 SJU
08:56 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$248
Offers unavailable
Outbound flight: 12/31/20
09:45 CHI
16:36 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
direct
Frontier Airlines
Return flight: 01/07/21
01:10 SJU
08:56 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$248
Offers unavailable
Outbound flight: 12/31/20
09:45 CHI
16:36 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
direct
Frontier Airlines
Return flight: 01/07/21
19:39 SJU
23:20 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Frontier Airlines
$266
Offers unavailable
Outbound flight: 12/31/20
09:45 CHI
16:36 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
direct
Frontier Airlines
Return flight: 01/07/21
19:39 SJU
23:20 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Frontier Airlines
$266
Offers unavailable
Outbound flight: 01/01/21
09:45 CHI
16:36 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
direct
Frontier Airlines
Return flight: 01/08/21
19:39 SJU
23:20 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Frontier Airlines
$266
Offers unavailable
Outbound flight: 01/01/21
09:45 CHI
16:36 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
direct
Frontier Airlines
Return flight: 01/08/21
19:39 SJU
23:20 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Frontier Airlines
$266
Offers unavailable
Outbound flight: 12/31/20
07:00 CHI
15:31 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
1 Stopover
American Airlines
Return flight: 01/07/21
15:17 SJU
18:50 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$272
Offers unavailable
Outbound flight: 12/31/20
07:00 CHI
15:31 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
1 Stopover
American Airlines
Return flight: 01/07/21
15:17 SJU
18:50 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$272
Offers unavailable
Outbound flight: 01/01/21
05:09 CHI
16:13 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
1 Stopover
JetBlue Airways
Return flight: 01/08/21
15:17 SJU
18:50 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$277
Offers unavailable
Outbound flight: 01/01/21
05:09 CHI
16:13 SJU
Chicago-IL all Airports (ORD, MDW, RFD)
San Juan - Luis Muñoz Marín International Airport
1 Stopover
JetBlue Airways
Return flight: 01/08/21
15:17 SJU
18:50 CHI
San Juan - Luis Muñoz Marín International Airport
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$277
Offers unavailable
Prices based on recent searches, subject to last-minute changes
Page 1 / 20

Tips and tricks to help you find cheap flights from Chicago to San Juan (Puerto Rico)

Favorite airline: United Airlines
Most travelers looking for flights on the route from Chicago to San Juan (Puerto Rico) decide to book flights with United Airlines.
United Airlines
9 %
American Airlines
8 %
Interjet
4 %
Stopover flights are the cheapest connection
Direct flights on this route are $110.00 more expensive on average than flights with a stopover.
non stop flight
1 stop
2 stops
04h 53min
06h 56min
13h 25min
$268
$158
$466
The favorite connection is non-stop
Non-stop flights are especially popular on this route. 31 % of travelers will book a direct flight.
Route
bookings
Direct flights
04h 53min, from $268
31 %
1 stopover Fort Lauderdale-Hollywood International Airport, FL
06h 56min, from $158
22 %
1 stopover Orlando International Airport, FL
06h 50min, from $187
13 %
Flight information Chicago - San Juan (Puerto Rico)
Alternative flight routes
Cheap direct flights
Flight details Chicago - San Juan (Puerto Rico)
  • Flight duration: min. 04:30 / max. 07:00
  • Distance: 3318 km
  • Flights per week: 28
  • Return flight duration: min. 05:10 / max. 06:05
Top Flight Routes