Airfare Deals San Juan to Chicago

On HolidayPrice.com you will find 4 direct and 6 connecting flights from San Juan to Chicago at a price of from $93. You can compare airfare deals from airlines and multiple travel sites, 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.

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The cost of airline tickets from San Juan to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

One way flight from San Juan to Chicago

Below are the prices of tickets for direct one-way flights from San Juan to Chicago. The cheapest flight from San Juan to Chicago starts from $93 – the departure date for this flight is 07 December 2022.

Sort by: Departure dateCheap flightsFast flightsDirect flights
28.01.2023 Saturday
from $94
Economy Found 2 days
1 Stopover 8 hours 6 min
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10.01.2023 Tuesday
from $94
Economy Found 2 days
1 Stopover 8 hours 6 min
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18.01.2023 Wednesday
from $95
Economy Found yesterday
1 Stopover 8 hours 6 min
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31.01.2023 Tuesday
from $95
Economy Found yesterday
1 Stopover 8 hours 6 min
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26.01.2023 Thursday
from $95
Economy Found yesterday
1 Stopover 8 hours 6 min
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25.01.2023 Wednesday
from $95
Economy Found yesterday
1 Stopover 8 hours 6 min
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24.01.2023 Tuesday
from $95
Economy Found yesterday
1 Stopover 8 hours 6 min
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27.01.2023 Friday
from $111
Economy Found 2022-11-30
Nonstop 5 hours 16 min
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12.01.2023 Thursday
from $112
Economy Found 2 days
1 Stopover 9 hours 43 min
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15.01.2023 Sunday
from $112
Economy Found 2 days
1 Stopover 11 hours 14 min
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25.01.2023 Wednesday
from $112
Economy Found 2 days
Nonstop 5 hours 16 min
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26.01.2023 Thursday
from $112
Economy Found 2 days
Nonstop 5 hours 16 min
Find Flights
28.01.2023 Saturday
from $112
Economy Found 2 days
Nonstop 5 hours 16 min
Find Flights
19.01.2023 Thursday
from $112
Economy Found 2 days
Nonstop 5 hours 16 min
Find Flights
13.01.2023 Friday
from $113
Economy Found yesterday
1 Stopover 9 hours 43 min
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27.01.2023 Friday
from $113
Economy Found yesterday
1 Stopover 12 hours 9 min
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14.01.2023 Saturday
from $113
Economy Found yesterday
1 Stopover 10 hours 26 min
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21.01.2023 Saturday
from $113
Economy Found yesterday
1 Stopover 12 hours 9 min
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20.01.2023 Friday
from $113
Economy Found yesterday
1 Stopover 11 hours 14 min
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30.01.2023 Monday
from $113
Economy Found yesterday
1 Stopover 12 hours 9 min
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19.01.2023 Thursday
from $113
Economy Found yesterday
1 Stopover 11 hours 14 min
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16.01.2023 Monday
from $116
Economy Found 2 days
1 Stopover 10 hours 49 min
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11.01.2023 Wednesday
from $116
Economy Found 2 days
1 Stopover 10 hours 49 min
Find Flights
29.01.2023 Sunday
from $117
Economy Found yesterday
1 Stopover 10 hours 49 min
Find Flights
23.01.2023 Monday
from $117
Economy Found yesterday
1 Stopover 10 hours 49 min
Find Flights
22.01.2023 Sunday
from $117
Economy Found yesterday
1 Stopover 10 hours 49 min
Find Flights
17.01.2023 Tuesday
from $117
Economy Found yesterday
1 Stopover 10 hours 49 min
Find Flights
04.01.2023 Wednesday
from $137
Economy Found 2022-11-30
1 Stopover 11 hours 17 min
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14.01.2023 Saturday
from $147
Economy Found 2022-11-30
2 Stopovers 18 hours 32 min
Find Flights
13.01.2023 Friday
from $147
Economy Found 2022-11-30
2 Stopovers 18 hours 32 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from San Juan to Chicago

You can buy a round-trip ticket from San Juan to Chicago (United States) and back using the table below. The best offer starts from $213, the flight dates are: there on 09 May 2023 year and back on 16 May 2023 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 3147 Day flight
Departure 07.12.22 14:20, We
1 Stopover Trip 7 days
Return 14.12.22 20:40, We
Spirit Airlines NK 3147 Day flight
Departure 25.01.23 14:15, We
1 Stopover Trip 5 days
Return 30.01.23 21:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 12.01.23 14:15, Th
1 Stopover Trip 4 days
Return 16.01.23 21:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 08.12.22 14:20, Th
1 Stopover Trip 7 days
Return 15.12.22 20:40, Th
Spirit Airlines NK 3147 Day flight
Departure 01.02.23 14:15, We
1 Stopover Trip 3 days
Return 04.02.23 21:30, Sa
Spirit Airlines NK 3147 Day flight
Departure 20.12.22 14:20, Tu
1 Stopover Trip 22 days
Return 11.01.23 22:50, We
Spirit Airlines NK 3147 Day flight
Departure 18.01.23 14:15, We
1 Stopover Trip 14 days
Return 02.02.23 00:10, Th
Spirit Airlines NK 3147 Day flight
Departure 24.01.23 14:15, Tu
1 Stopover Trip 14 days
Return 07.02.23 21:25, Tu
Spirit Airlines NK 3147 Day flight
Departure 04.01.23 14:20, We
1 Stopover Trip 14 days
Return 19.01.23 02:00, Th
Spirit Airlines NK 687 Night flight
Departure 14.01.23 03:45, Sa
1 Stopover Trip 3 days
Return 16.01.23 21:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 14.01.23 14:15, Sa
1 Stopover Trip 14 days
Return 28.01.23 22:34, Sa
Spirit Airlines NK 3147 Day flight
Departure 20.01.23 14:15, Fr
1 Stopover Trip 14 days
Return 03.02.23 22:34, Fr
Spirit Airlines NK 3147 Day flight
Departure 11.01.23 14:15, We
1 Stopover Trip 12 days
Return 23.01.23 14:55, Mo
Spirit Airlines NK 884 Day flight
Departure 06.01.23 15:09, Fr
1 Stopover Trip 5 days
Return 11.01.23 11:45, We
Spirit Airlines NK 884 Day flight
Departure 02.02.23 15:09, Th
1 Stopover Trip 5 days
Return 07.02.23 14:55, Tu
Spirit Airlines NK 884 Day flight
Departure 27.01.23 15:09, Fr
1 Stopover Trip 4 days
Return 31.01.23 21:25, Tu
Spirit Airlines NK 1707 Night flight
Departure 17.01.23 04:45, Tu
1 Stopover Trip 9 days
Return 25.01.23 22:50, We
Spirit Airlines NK 3319 Morning flight
Departure 18.12.22 10:40, Su
1 Stopover Trip 11 hours
Return 18.12.22 22:04, Su
United Airlines UA 2219 Morning flight
Departure 16.01.23 06:05, Mo
1 Stopover Trip 9 hours
Return 16.01.23 15:25, Mo
Spirit Airlines NK 883 Morning flight
Departure 16.12.22 09:40, Fr
1 Stopover Trip 21 day
Return 06.01.23 11:20, Fr
Spirit Airlines NK 884 Day flight
Departure 19.01.23 15:09, Th
1 Stopover Trip 14 days
Return 03.02.23 00:20, Fr
Spirit Airlines NK 883 Morning flight
Departure 23.01.23 09:40, Mo
1 Stopover Trip 4 days
Return 27.01.23 02:05, Fr
Spirit Airlines NK 1033 Evening flight
Departure 21.01.23 19:01, Sa
1 Stopover Trip 14 days
Return 04.02.23 22:34, Sa
Spirit Airlines NK 1707 Night flight
Departure 15.01.23 04:45, Su
1 Stopover Trip 6 days
Return 21.01.23 02:00, Sa
Spirit Airlines NK 3319 Morning flight
Departure 23.12.22 10:40, Fr
1 Stopover Trip 7 days
Return 30.12.22 20:40, Fr
Spirit Airlines NK 883 Morning flight
Departure 22.01.23 09:40, Su
1 Stopover Trip 14 days
Return 05.02.23 15:33, Su
Spirit Airlines NK 3319 Morning flight
Departure 22.12.22 10:40, Th
1 Stopover Trip 7 days
Return 29.12.22 20:40, Th
United Airlines UA 2022 Day flight
Departure 14.02.23 12:30, Tu
1 Stopover Trip 14 days
Return 28.02.23 15:30, Tu
United Airlines UA 2219 Morning flight
Departure 07.02.23 06:05, Tu
1 Stopover Trip 14 days
Return 21.02.23 15:30, Tu
United Airlines UA 1644 Day flight
Departure 22.02.23 12:00, We
1 Stopover Trip 6 days
Return 28.02.23 15:30, Tu
United Airlines UA 2036 Evening flight
Departure 03.03.23 21:25, Fr
1 Stopover Trip 4 days
Return 07.03.23 15:30, Tu
United Airlines UA 2219 Morning flight
Departure 06.02.23 06:05, Mo
1 Stopover Trip 14 days
Return 20.02.23 15:30, Mo
United Airlines UA 2219 Morning flight
Departure 26.01.23 06:05, Th
1 Stopover Trip 15 days
Return 09.02.23 18:47, Th
United Airlines UA 668 Evening flight
Departure 10.02.23 19:50, Fr
1 Stopover Trip 14 days
Return 24.02.23 11:52, Fr
United Airlines UA 1644 Day flight
Departure 08.02.23 12:00, We
1 Stopover Trip 14 days
Return 22.02.23 16:06, We
United Airlines UA 668 Evening flight
Departure 09.02.23 19:50, Th
1 Stopover Trip 14 days
Return 23.02.23 11:52, Th
Spirit Airlines NK 3147 Day flight
Departure 28.12.22 14:20, We
1 Stopover Trip 14 days
Return 12.01.23 02:00, Th
Spirit Airlines NK 111 Day flight
Departure 05.12.22 13:40, Mo
1 Stopover Trip 6 days
Return 11.12.22 20:40, Su
Spirit Airlines NK 2837 Day flight
Departure 06.12.22 14:47, Tu
1 Stopover Trip 5 days
Return 11.12.22 20:40, Su
Spirit Airlines NK 883 Morning flight
Departure 10.01.23 09:40, Tu
1 Stopover Trip 14 days
Return 24.01.23 14:55, Tu
Spirit Airlines NK 3147 Day flight
Departure 30.12.22 14:20, Fr
1 Stopover Trip 9 days
Return 08.01.23 20:40, Su
Spirit Airlines NK 3147 Day flight
Departure 21.12.22 14:20, We
1 Stopover Trip 22 days
Return 13.01.23 00:20, Fr
United Airlines UA 2088 Evening flight
Departure 16.02.23 19:20, Th
Direct Trip 4 days
Return 20.02.23 15:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 31.01.23 14:15, Tu
1 Stopover Trip 14 days
Return 14.02.23 21:59, Tu
United Airlines UA 1173 Evening flight
Departure 15.02.23 18:40, We
1 Stopover Trip 5 days
Return 20.02.23 15:30, Mo
United Airlines UA 2022 Day flight
Departure 18.02.23 12:30, Sa
1 Stopover Trip 14 days
Return 04.03.23 21:46, Sa
Spirit Airlines NK 3147 Day flight
Departure 26.12.22 14:20, Mo
1 Stopover Trip 12 days
Return 07.01.23 20:10, Sa
Spirit Airlines NK 3147 Day flight
Departure 27.12.22 14:20, Tu
1 Stopover Trip 11 days
Return 07.01.23 20:10, Sa
Spirit Airlines NK 3147 Day flight
Departure 17.12.22 14:20, Sa
1 Stopover Trip 14 days
Return 31.12.22 22:04, Sa
JetBlue Airways B6 404 Morning flight
Departure 13.02.23 10:20, Mo
1 Stopover Trip 15 days
Return 28.02.23 00:52, Tu
JetBlue Airways B6 404 Morning flight
Departure 30.01.23 10:20, Mo
1 Stopover Trip 14 days
Return 13.02.23 14:59, Mo
JetBlue Airways B6 2130 Day flight
Departure 12.02.23 11:30, Su
1 Stopover Trip 4 days
Return 16.02.23 15:56, Th
Spirit Airlines NK 3319 Morning flight
Departure 10.12.22 10:40, Sa
1 Stopover Trip 11 hours
Return 10.12.22 22:04, Sa
Spirit Airlines NK 319 Day flight
Departure 28.01.23 16:35, Sa
1 Stopover Trip 14 days
Return 12.02.23 03:15, Su
Spirit Airlines NK 1707 Night flight
Departure 29.01.23 04:45, Su
1 Stopover Trip 15 days
Return 13.02.23 02:15, Mo
United Airlines UA 2088 Evening flight
Departure 08.03.23 19:20, We
Direct Trip 2 days
Return 11.03.23 00:00, Sa
Spirit Airlines NK 3147 Day flight
Departure 15.12.22 14:20, Th
1 Stopover Trip 16 days
Return 31.12.22 20:10, Sa
Spirit Airlines NK 3147 Evening flight
Departure 01.12.22 17:20, Th
1 Stopover Trip 4 days
Return 06.12.22 01:45, Tu
United Airlines UA 2022 Day flight
Departure 11.02.23 12:30, Sa
1 Stopover Trip 14 days
Return 25.02.23 15:30, Sa
United Airlines UA 2088 Evening flight
Departure 29.12.22 19:20, Th
Direct Trip 4 days
Return 02.01.23 15:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 24.12.22 14:20, Sa
1 Stopover Trip 16 days
Return 09.01.23 22:50, Mo
United Airlines UA 2088 Evening flight
Departure 24.02.23 19:20, Fr
Direct Trip 3 days
Return 27.02.23 15:30, Mo
United Airlines UA 2219 Morning flight
Departure 11.12.22 06:05, Su
1 Stopover Trip 2 days
Return 13.12.22 15:30, Tu
United Airlines UA 2088 Evening flight
Departure 09.12.22 19:20, Fr
1 Stopover Trip 2 days
Return 11.12.22 11:45, Su
United Airlines UA 1173 Evening flight
Departure 17.02.23 18:40, Fr
1 Stopover Trip 4 days
Return 21.02.23 15:30, Tu
Spirit Airlines NK 3147 Day flight
Departure 25.02.23 14:15, Sa
1 Stopover Trip 9 days
Return 06.03.23 22:34, Mo
Spirit Airlines NK 3147 Day flight
Departure 04.02.23 14:15, Sa
1 Stopover Trip 15 days
Return 19.02.23 04:08, Su
United Airlines UA 2022 Day flight
Departure 04.03.23 12:30, Sa
2 Stopovers Trip 3 days
Return 07.03.23 16:53, Tu
United Airlines UA 668 Evening flight
Departure 04.12.22 19:50, Su
1 Stopover Trip 3 days
Return 07.12.22 19:05, We
Spirit Airlines NK 883 Morning flight
Departure 25.12.22 09:40, Su
1 Stopover Trip 14 days
Return 08.01.23 20:40, Su
Spirit Airlines NK 3319 Morning flight
Departure 13.12.22 10:40, Tu
1 Stopover Trip 3 days
Return 16.12.22 22:04, Fr
Spirit Airlines NK 3319 Morning flight
Departure 09.01.23 10:40, Mo
1 Stopover Trip 22 days
Return 31.01.23 14:55, Tu
United Airlines UA 2088 Evening flight
Departure 03.12.22 19:20, Sa
Direct Trip 7 days
Return 10.12.22 15:30, Sa
United Airlines UA 2088 Evening flight
Departure 02.12.22 19:20, Fr
Direct Trip 3 days
Return 05.12.22 15:30, Mo
United Airlines UA 2036 Evening flight
Departure 21.02.23 21:25, Tu
1 Stopover Trip 14 days
Return 07.03.23 15:30, Tu
United Airlines UA 2024 Evening flight
Departure 30.11.22 21:50, We
1 Stopover Trip 6 days
Return 06.12.22 15:30, Tu
United Airlines UA 2219 Morning flight
Departure 20.02.23 06:05, Mo
1 Stopover Trip 14 days
Return 06.03.23 15:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 03.02.23 14:15, Fr
1 Stopover Trip 15 days
Return 18.02.23 03:15, Sa
JetBlue Airways B6 2134 Night flight
Departure 13.12.22 02:25, Tu
2 Stopovers Trip 2 days
Return 14.12.22 21:44, We
JetBlue Airways B6 2404 Evening flight
Departure 05.01.23 23:08, Th
2 Stopovers Trip 3 days
Return 08.01.23 14:59, Su
JetBlue Airways B6 2030 Evening flight
Departure 07.01.23 21:00, Sa
2 Stopovers Trip 7 days
Return 14.01.23 21:40, Sa
Spirit Airlines NK 1707 Night flight
Departure 05.02.23 04:45, Su
1 Stopover Trip 15 days
Return 19.02.23 21:59, Su
United Airlines UA 2088 Evening flight
Departure 01.03.23 19:20, We
Direct Trip 30 days
Return 31.03.23 23:05, Fr
United Airlines UA 2088 Evening flight
Departure 23.02.23 19:20, Th
Direct Trip 14 days
Return 09.03.23 15:30, Th
United Airlines UA 2218 Day flight
Departure 14.12.22 11:20, We
1 Stopover Trip 5 days
Return 19.12.22 00:13, Mo
JetBlue Airways B6 2030 Evening flight
Departure 03.01.23 21:19, Tu
1 Stopover Trip 9 days
Return 12.01.23 21:40, Th
Spirit Airlines NK 883 Morning flight
Departure 19.02.23 09:40, Su
1 Stopover Trip 8 days
Return 27.02.23 02:15, Mo
United Airlines UA 2024 Evening flight
Departure 07.03.23 21:50, Tu
1 Stopover Trip 14 days
Return 21.03.23 14:30, Tu
JetBlue Airways B6 404 Morning flight
Departure 02.03.23 10:27, Th
2 Stopovers Trip 13 days
Return 15.03.23 14:56, We
Spirit Airlines NK 883 Morning flight
Departure 31.12.22 09:40, Sa
1 Stopover Trip 15 days
Return 15.01.23 04:08, Su
United Airlines UA 1173 Evening flight
Departure 28.02.23 18:40, Tu
1 Stopover Trip 14 days
Return 14.03.23 19:20, Tu
United Airlines UA 2088 Evening flight
Departure 06.03.23 19:20, Mo
Direct Trip 14 days
Return 20.03.23 14:30, Mo
Spirit Airlines NK 3147 Day flight
Departure 19.12.22 14:20, Mo
1 Stopover Trip 14 days
Return 02.01.23 20:40, Mo
United Airlines UA 668 Evening flight
Departure 27.02.23 19:50, Mo
1 Stopover Trip 30 days
Return 29.03.23 15:54, We
Delta Air Lines DL 634 Evening flight
Departure 02.01.23 19:42, Mo
1 Stopover Trip 7 days
Return 09.01.23 18:30, Mo
Delta Air Lines DL 2703 Evening flight
Departure 01.01.23 17:52, Su
1 Stopover Trip 4 days
Return 05.01.23 20:30, Th
Spirit Airlines NK 1707 Night flight
Departure 08.01.23 04:45, Su
1 Stopover Trip 15 days
Return 23.01.23 00:20, Mo
American Airlines AA 1836 Day flight
Departure 09.03.23 14:50, Th
2 Stopovers Trip 3 days
Return 12.03.23 12:30, Su
United Airlines UA 2219 Morning flight
Departure 26.02.23 06:05, Su
2 Stopovers Trip 6 days
Return 04.03.23 00:00, Sa
United Airlines UA 2089 Day flight
Departure 05.03.23 12:40, Su
1 Stopover Trip 14 days
Return 19.03.23 10:30, Su
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

Flight Schedule San Juan to Chicago 2022

The current flight schedule for the route from San Juan to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 1 flights every day, from 5hours 3min. Local departure and arrival times are indicated.
07:0012:35
Southwest Airlines WN2688 Southwest Airlines WN2688
SJU → MDW
Mo Tu We Th Fr - -
Check price
09:2014:55
Southwest Airlines WN2930 Southwest Airlines WN2930
SJU → MDW
- - - - - Sa -
Check price
14:2018:23
United Airlines UA2088 United Airlines UA2088
SJU → ORD
- - - - - Sa Su
Check price

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from San Juan takes 04:56 minutes (excluding transfers). The distance between San Juan and Chicago is 2049 miles (3299 kilometers). Planes depart from San Juan between 00:04 and 22:55. The fastest flight from the company Southwest Airlines with flight number WN 3197. Flies for just 04:50 minutes with departure from Luis Munoz Marin and arrival in Chicago Midway.

time

Average flight time

04:56 min

distance

Distance

2049 mi

The earliest flight

The earliest flight

00:04

The latest flight

The latest flight

22:55

Airplane

The fastest flight

04:50

Airlines

Direct flight

There are 4 airlines that fly directly from San Juan to Chicago. The most popular company carrying out non-stop flights is United Airlines.

*Flight number

Flights with Transfers

Flights with transfers from San Juan to Chicago can be bought from 6 airlines:

  • JetBlue Airways: Orlando, West Palm Beach, New York
  • Frontier Airlines: Philadelphia, New York
  • Southwest Airlines: Orlando, West Palm Beach
  • Delta Air Lines: Atlanta
  • Spirit Airlines: Tampa, Philadelphia
  • American Airlines: West Palm Beach

*Transit cities

Airports

Airports serving the air communication between San Juan and Chicago. You can fly to Chicago from 1 San Juan airports. Planes arrive at 2 airport in Chicago.

San Juan airports:

Luis Munoz Marin  ~ 12 km* from $ 33

Chicago airports:

O'Hare  ~ 25 km* from $ 66Chicago Midway  ~ 14 km* from $ 101

*Distance from the airport to the city center

Aircraft

You can fly from San Juan to Chicago on board of 4 airlines that utilize 4 aircraft models.

  • Airbus A320
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900

Connecting cities

The list of cities on transfer flights to Chicago from San Juan. The best options are to fly through: Orlando, Philadelphia, New York, West Palm Beach, Atlanta, Baltimore, Tampa, Boston.

Cheap airline tickets from San Juan to United States

Here is a list of flights from San Juan to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

San Juan - New York DL 332 Delta Air Lines Boeing 757-200
00:25 Luis Munoz Marin
in a way 3 hours 35 min Direct
04:00 John F. Kennedy
Flights
from $62
15 December 2022
San Juan - Los Angeles UA 668 United Airlines Boeing 737-900
23:45 Luis Munoz Marin
in a way 8 hours 53 min Direct
08:38 Los Angeles
Flights
from $155
16 January 2023
San Juan - Miami B6 754 JetBlue Airways Airbus A320
10:46 Luis Munoz Marin
in a way 2 hours 14 min Direct
13:00 Fort Lauderdale Executive Airport
Flights
from $52
14 January 2023
San Juan - Chicago WN 3197 Southwest Airlines Boeing 737-800
19:40 Luis Munoz Marin
in a way 4 hours 50 min Direct
00:30 Chicago Midway
Flights
from $93
07 December 2022
San Juan - San Francisco WN 5614 Southwest Airlines Boeing 737-800
12:30 Luis Munoz Marin
in a way 9 hours 15 min Direct
21:45 Norman Y. Mineta San Jose
Flights
from $145
15 December 2022

All flights from San Juan

Flights from Puerto Rico to Chicago

Here are the cheapest flight bookings from Puerto Rico to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

San Juan - Chicago WN 3197 Southwest Airlines Boeing 737-800
19:40 Luis Munoz Marin
in a way 4 hours 50 min Direct
00:30 Chicago Midway
Flights
from $93
07 December 2022
Ponce - Chicago B6 668 JetBlue Airways Airbus A320
06:43 Mercedita Airport
in a way 7 hours 42 min 1 Stopover
14:25 Chicago Midway
Flights
from $105
08 December 2022
Aguadilla - Chicago UA 1162 United Airlines Boeing 737-900
08:50 Rafael Hernandez Airport
in a way 7 hours 24 min Direct
16:14 O'Hare
Flights
from $97
06 December 2022
Mayaguez - Chicago 9K 32 Cape Air Cessna Light Aircraft
15:42 Eugenio M. De Hostos Airport
in a way 9 hours 4 min 1 Stopover
00:46 O'Hare
Flights
from $272
10 December 2022

All flights to Chicago

Tips for buying a ticket

San Juan – Chicago – San Juan round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from San Juan to Chicago
Chicago city

To start searching for tickets, Specify dates.

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