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 $64. 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 $ 64 – the departure date for this flight is 08 June 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
13.05.2021 Thursday
from $ 65 MyHolidays
Economy Found 2021-04-25
Nonstop 5 hours 22 min
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26.05.2021 Wednesday
from $ 78 Myflightsbuddy
Economy Found today
Nonstop 5 hours 24 min
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13.05.2021 Thursday
from $ 89 Trip.com
Economy Found 2021-04-25
1 Stopover 10 hours 44 min
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27.05.2021 Thursday
from $ 91 Trip.com
Economy Found 2021-04-27
1 Stopover 10 hours 44 min
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05.05.2021 Wednesday
from $ 95 Kiwi.com
Economy Found 2021-04-27
1 Stopover 8 hours 20 min
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26.05.2021 Wednesday
from $ 95 MyHolidays
Economy Found today
1 Stopover 16 hours 24 min
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04.05.2021 Tuesday
from $ 101 MyHolidays
Economy Found 2021-04-25
1 Stopover 10 hours 35 min
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05.05.2021 Wednesday
from $ 104 MyHolidays
Economy Found 2021-04-27
Nonstop 5 hours 10 min
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04.05.2021 Tuesday
from $ 118 Kiwi.com
Economy Found 2021-04-25
2 Stopovers 57 hours 2 min
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04.05.2021 Tuesday
from $ 131 MyHolidays
Economy Found 2021-04-25
Nonstop 5 hours 10 min
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13.05.2021 Thursday
from $ 132 Gotogate
Economy Found 2021-04-25
2 Stopovers 13 hours 34 min
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05.05.2021 Wednesday
from $ 132 Kiwi.com
Economy Found 2021-04-27
2 Stopovers 37 hours 2 min
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27.05.2021 Thursday
from $ 132 SmartFares
Economy Found 2021-04-27
Nonstop 5 hours 22 min
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26.05.2021 Wednesday
from $ 133 Kiwi.com
Economy Found today
2 Stopovers 14 hours 20 min
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05.05.2021 Wednesday
from $ 156 FlightNetwork
Economy Found 2021-04-27
3 Stopovers 21 hours 28 min
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01.05.2021 Saturday
from $ 168 Gotogate
Economy Found today
1 Stopover 7 hours 48 min
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24.05.2021 Monday
from $ 183 Kiwi.com
Economy Found 2021-04-24
1 Stopover 12 hours 20 min
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01.05.2021 Saturday
from $ 186 Kiwi.com
Economy Found today
Nonstop 5 hours 10 min
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27.05.2021 Thursday
from $ 199 Mytrip.com
Economy Found 2021-04-27
2 Stopovers 17 hours 21 min
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24.05.2021 Monday
from $ 200 Kiwi.com
Economy Found 2021-04-24
2 Stopovers 35 hours 27 min
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26.05.2021 Wednesday
from $ 203 FlightNetwork
Economy Found today
3 Stopovers 28 hours 31 min
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13.05.2021 Thursday
from $ 210 FlyFar
Economy Found 2021-04-25
3 Stopovers 28 hours 31 min
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24.05.2021 Monday
from $ 212 Kiwi.com
Economy Found 2021-04-24
Nonstop 5 hours 24 min
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24.05.2021 Monday
from $ 235 Kissandfly.com
Economy Found 2021-04-24
3 Stopovers 36 hours 33 min
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04.05.2021 Tuesday
from $ 258 Kissandfly.com
Economy Found 2021-04-25
3 Stopovers 41 hours 30 min
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01.05.2021 Saturday
from $ 264 Kiwi.com
Economy Found today
2 Stopovers 12 hours 25 min
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27.05.2021 Thursday
from $ 279 Kissandfly.com
Economy Found 2021-04-27
3 Stopovers 42 hours 31 min
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01.05.2021 Saturday
from $ 376 FlyFar
Economy Found today
3 Stopovers 23 hours 43 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 $ 143, the flight dates are: there on 12 May 2021 year and back on 18 May 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 1246 Evening flight
Departure 16.08.21 21:14, Mo
1 Stopover Trip 15 days
Return 31.08.21 11:24, Tu
Spirit Airlines NK 851 Day flight
Departure 27.05.21 13:50, Th
1 Stopover Trip 22 days
Return 18.06.21 18:29, Fr
Frontier Airlines F9 129 Day flight
Departure 23.07.21 11:25, Fr
2 Stopovers Trip 171 day
Return 10.01.22 05:07, Mo
*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 7min. Local departure and arrival times are indicated.
05:4009:47
United Airlines UA1911 United Airlines UA1911
SJU → ORD
- - - - - Sa Su
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05:4009:47
United Airlines UA1511 United Airlines UA1511
SJU → ORD
Mo Tu We Th Fr - -
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07:1411:31
American Airlines AA1971 American Airlines AA1971
SJU → ORD
- - - - - - Su
Check price
13:4018:01
Frontier Airlines F9129 Frontier Airlines F9129
SJU → ORD
Mo Tu We Th Fr Sa Su
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14:3518:42
United Airlines UA2088 United Airlines UA2088
SJU → ORD
Mo Tu We Th Fr Sa Su
Check price
15:1319:30
American Airlines AA395 American Airlines AA395
SJU → ORD
Mo Tu We Th Fr 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 $ 55
09 June 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 $ 133
27 May 2021
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 $ 69
15 May 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 $ 64
08 June 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 $ 166
15 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 $ 64
08 June 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
from $ 266
07 May 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 $ 88
07 May 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
07 May 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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