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 $54. 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 $ 54 – the departure date for this flight is 01 September 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
18.08.2021 Wednesday
from $ 215 Trip.com
Economy Found 2021-07-20
Nonstop 10 hours 5 min
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12.08.2021 Thursday
from $ 248 Thetravelmakers.us
Economy Found 2021-07-18
Nonstop 10 hours 5 min
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23.08.2021 Monday
from $ 285 MyHolidays
Economy Found 2021-07-20
Nonstop 11 hours 25 min
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15.08.2021 Sunday
from $ 296 Trip.com
Economy Found 2021-07-21
Nonstop 10 hours 5 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Flights from San Juan to Chicago are most popular in May, June, July. During this period, the average price of fly tickets is from $ 82. In the low season in February, March, April, air tickets become cheaper and the average price will be from $ 49 one way.

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 $ 176, the flight dates are: there on 28 January 2022 year and back on 31 January 2022 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Frontier Airlines F9 129 Evening flight
Departure 28.01.22 18:40, Fr
Direct Trip 3 days
Return 31.01.22 12:45, Mo
Frontier Airlines F9 129 Evening flight
Departure 02.12.21 17:40, Th
Direct Trip 3 days
Return 05.12.21 12:45, Su
Frontier Airlines F9 129 Day flight
Departure 18.08.21 11:30, We
Direct Trip 3 days
Return 21.08.21 06:29, Sa
United Airlines UA 2022 Evening flight
Departure 24.12.21 17:56, Fr
1 Stopover Trip 15 days
Return 08.01.22 22:05, Sa
Frontier Airlines F9 129 Day flight
Departure 12.08.21 11:30, Th
Direct Trip 7 days
Return 19.08.21 06:29, Th
American Airlines AA 395 Evening flight
Departure 01.10.21 19:43, Fr
Direct Trip 8 days
Return 09.10.21 11:45, Sa
Southwest Airlines WN 1403 Evening flight
Departure 23.08.21 22:55, Mo
Direct Trip 7 days
Return 31.08.21 06:29, Tu
Frontier Airlines F9 129 Day flight
Departure 15.08.21 11:30, Su
Direct Trip 11 days
Return 26.08.21 06:29, Th
United Airlines UA 2022 Day flight
Departure 26.07.21 16:30, Mo
1 Stopover Trip 15 days
Return 10.08.21 12:40, Tu
Frontier Airlines F9 129 Day flight
Departure 29.07.21 11:30, Th
Direct Trip 17 days
Return 15.08.21 06:29, Su
United Airlines UA 2089 Day flight
Departure 23.12.21 12:45, Th
Direct Trip 11 days
Return 03.01.22 20:05, Mo
Frontier Airlines F9 129 Day flight
Departure 27.07.21 11:30, Tu
Direct Trip 7 days
Return 03.08.21 06:29, Tu
United Airlines UA 2088 Evening flight
Departure 19.11.21 19:35, Fr
Direct Trip 9 days
Return 28.11.21 16:50, Su
Frontier Airlines F9 129 Day flight
Departure 23.07.21 11:30, Fr
2 Stopovers Trip 1 day
Return 24.07.21 19:07, Sa
Frontier Airlines F9 129 Day flight
Departure 25.07.21 11:30, Su
Direct Trip 6 days
Return 31.07.21 06:29, Sa
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule San Juan to Chicago 2021

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 4 flights every day, from 5hours 0min. Local departure and arrival times are indicated.
06:0010:14
American Airlines AA589 American Airlines AA589
SJU → ORD
Mo Tu We Th Fr Sa Su
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06:3011:55
Southwest Airlines WN4283 Southwest Airlines WN4283
SJU → MDW
- - - - - - Su
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07:2511:44
Frontier Airlines F9129 Frontier Airlines F9129
SJU → ORD
Mo Tu We Th Fr Sa Su
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13:2517:25
Southwest Airlines WN971 Southwest Airlines WN971
SJU → MDW
- Tu We - - - -
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13:4017:40
Southwest Airlines WN278 Southwest Airlines WN278
SJU → MDW
Mo - - Th Fr - -
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13:5517:55
Southwest Airlines WN5060 Southwest Airlines WN5060
SJU → MDW
- - - - - Sa -
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15:1520:45
Southwest Airlines WN2312 Southwest Airlines WN2312
SJU → MDW
Mo - - Th Fr - -
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15:2419:46
American Airlines AA395 American Airlines AA395
SJU → ORD
- - - Th Fr - Su
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15:2419:46
American Airlines AA395 American Airlines AA395
SJU → ORD
Mo Tu We - - Sa -
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15:3521:10
Southwest Airlines WN1420 Southwest Airlines WN1420
SJU → MDW
Mo - - Th Fr - -
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18:5500:25
Southwest Airlines WN1403 Southwest Airlines WN1403
SJU → MDW
Mo - - Th Fr - -
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 $ 68
04 September 2021
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 $ 145
13 April 2022
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 $ 58
12 August 2021
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 $ 54
01 September 2021
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 $ 291
27 July 2021

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 $ 54
01 September 2021
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
Find
31 July 2021
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 $ 148
31 July 2021
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
Find
31 July 2021

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

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