Airfare Deals from San Juan to Chicago

Find cheap flights from San Juan to Chicago at Tripsta.co.uk in just 5 minutes. On the site you can compare flight prices on this route, buy airline tickets costing from £53 and see the aircraft schedule.

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The cheapest flight ticket from San Juan to Chicago was found 5 days ago. Its one way cost starts from £53, the departure date is 18 August 2021. The minimum price for a round trip flight starts from £105. This flight fare was found 5 days ago, with the following departure dates: San Juan on 18 August 2021 year, and back from Chicago on 25 August 2021 year.

Plane tickets from San Juan to Chicago, one way

The table shows the prices of direct flight plane tickets to Chicago from San Juan. If you find an interesting air travel offer, do not delay your purchase, last minute offers run out very quickly.

Sort by: Departure dateCheap flightsFast flightsDirect flights
18.08.2021 Wednesday
from £53 Bravofly
Economy Found 2021-07-26
Nonstop 5 hours 10 min
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17.08.2021 Tuesday
from £57 Trip.com
Economy Found yesterday
1 Stopover 21 hours 19 min
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17.08.2021 Tuesday
from £58 Kiwi.com
Economy Found yesterday
2 Stopovers 21 hours 8 min
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19.08.2021 Thursday
from £76 Bookmyairtravel
Economy Found 2021-07-26
Nonstop 5 hours 10 min
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18.08.2021 Wednesday
from £76 JustFly
Economy Found 2021-07-26
1 Stopover 7 hours 49 min
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13.08.2021 Friday
from £79 Kiwi.com
Economy Found 2 days
2 Stopovers 27 hours 44 min
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13.08.2021 Friday
from £86 KupiBilet.ru
Economy Found 2 days
1 Stopover 26 hours 18 min
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17.08.2021 Tuesday
from £90 FlightNetwork
Economy Found yesterday
3 Stopovers 26 hours 15 min
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14.08.2021 Saturday
from £93 Expedia
Economy Found 2021-07-26
1 Stopover 7 hours 34 min
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19.08.2021 Thursday
from £94 Thefaremasters.com
Economy Found 2021-07-26
1 Stopover 10 hours 25 min
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16.08.2021 Monday
from £94 Kiwi.com
Economy Found 2 days
2 Stopovers 22 hours 24 min
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16.08.2021 Monday
from £95 Trip.com
Economy Found 2 days
1 Stopover 8 hours 5 min
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13.08.2021 Friday
from £101 Kiwi.com
Economy Found 2 days
Nonstop 5 hours 10 min
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03.08.2021 Tuesday
from £103 Kiwi.com
Economy Found 2 days
Nonstop 5 hours 10 min
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13.08.2021 Friday
from £103 SuperSaver
Economy Found 2 days
3 Stopovers 23 hours 43 min
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Flights from San Juan to Chicago are most popular in May, June, July. During this period, the average price of fly tickets is from £60. In the low season in February, March, April, air tickets become cheaper and the average price will be from £35 one way.

Best Flights: San Juan to Chicago and back

The cost of a round trip flight on the San Juan - Chicago (United States) route. The cheapest ticket was purchased 5 days ago, its price was from £105. It flies to Chicago on 18 August 2021 year and returns to San Juan on 25 August 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Frontier Airlines F9 129 Day flight
Departure 18.08.21 11:30, We
Direct Trip 7 days
Return 25.08.21 06:29, We
Frontier Airlines F9 129 Day flight
Departure 26.08.21 11:30, Th
1 Stopover Trip 10 days
Return 04.09.21 23:35, Sa
Spirit Airlines NK 1246 Evening flight
Departure 28.08.21 22:00, Sa
1 Stopover Trip 8 days
Return 05.09.21 12:45, Su
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 03.09.21 11:30, Fr
Direct Trip 4 days
Return 07.09.21 06:29, Tu
JetBlue Airways B6 1754 Evening flight
Departure 03.08.21 17:40, Tu
1 Stopover Trip 25 days
Return 28.08.21 06:29, Sa
Frontier Airlines F9 129 Evening flight
Departure 13.10.21 17:40, We
Direct Trip 8 days
Return 21.10.21 11:45, Th
Frontier Airlines F9 129 Day flight
Departure 30.08.21 11:30, Mo
Direct Trip 6 days
Return 05.09.21 14:00, Su
Frontier Airlines F9 129 Day flight
Departure 13.08.21 11:30, Fr
Direct Trip 3 days
Return 16.08.21 06:29, Mo
Frontier Airlines F9 129 Day flight
Departure 16.08.21 11:30, Mo
1 Stopover Trip 1 day
Return 16.08.21 23:30, Mo
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
American Airlines AA 589 Morning flight
Departure 02.08.21 10:00, Mo
Direct Trip 18 days
Return 20.08.21 06:29, Fr
United Airlines UA 1511 Day flight
Departure 30.07.21 12:45, Fr
1 Stopover Trip 5 days
Return 04.08.21 12:45, We
United Airlines UA 668 Day flight
Departure 06.08.21 11:15, Fr
1 Stopover Trip 2 days
Return 08.08.21 19:20, Su
American Airlines AA 1720 Day flight
Departure 31.07.21 13:45, Sa
1 Stopover Trip 4 days
Return 04.08.21 12:45, We
American Airlines AA 589 Morning flight
Departure 29.07.21 10:00, Th
Direct Trip 5 days
Return 02.08.21 22:09, 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 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 lowcost airlines.

Flight information

It takes 04:56 minutes to fly from San Juan to Chicago excluding transfers. The distance between the cities is 3299 km or 2049 miles. The earliest morning plane from San Juan leaves for Chicago at 00:04. And the latest evening flight departs at 22:55.

time

Non-stop 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

The fastest San Juan - Chicago flight ticket is provided by Southwest Airlines, the flight number is WN 3197. It is in the air for 04:50 mins, departing from Luis Munoz Marin at 19:40 and arriving at 00:30 in Chicago Midway. This flight is carried out on a modern Boeing 737-800 airliner.

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.

  • United Airlines: UA 600, UA 671, UA 841
  • Southwest Airlines: WN 2337, WN 3574, WN 2076
  • American Airlines: AA 1184, AA 1329
  • JetBlue Airways: B6 566

*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

Airfare from airports. In San Juan, 1 airports serve all air communications with Chicago. Airplanes arrive at 2 airport in Chicago.

San Juan airports:

Luis Munoz Marin  ~ 12 km* from £46

Chicago airports:

O'Hare  ~ 25 km* from £46Chicago Midway  ~ 14 km* from £68

*Distance from the airport to the city center

Airplanes

4 aircraft models from 4 airlines fly on the San Juan - Chicago route. The fastest airliner is the Boeing 737-800, from the company Southwest Airlines.

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

Connecting cities

The list of cities on transfer flights from San Juan to Chicago. 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 Tripsta.co.uk 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 £32
08 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 £90
17 August 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 £42
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 £53
18 August 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 £211
07 August 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 £53
18 August 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 £76
11 August 2021

All flights to Chicago

Frequently asked question

How much does a plane ticket from San Juan to Chicago cost?

The cost of the cheapest one-way flight from San Juan to Chicago starts from £53. The departure date of that flight is 18 August 2021.

Round trip costs start from £105, with the departure date there being on 18 August 2021 year, and back on 25 August 2021 year.

Which airlines fly on the San Juan - Chicago route?

There are 4 airlines flying directly from San Juan to Chicago: United Airlines, Southwest Airlines, American Airlines, JetBlue Airways

And 6 airlines fly with transfers: JetBlue Airways, Frontier Airlines, Southwest Airlines, Delta Air Lines, Spirit Airlines, American Airlines

How long does it take to fly from San Juan to Chicago?

The flight time from San Juan to Chicago averages 04:56 mins.

Which planes fly to Chicago from San Juan?

4 aircraft models fly from San Juan to Chicago, overcoming 2049 miles in an average of 04:56 mins. The fastest aircraft on this route is Boeing 737-800 from Southwest Airlines, it flies for 04:50 min.

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

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

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