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 £59 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 £59, the departure date is 12 May 2021. The minimum price for a round trip flight starts from £109. This flight fare was found 2 days ago, with the following departure dates: San Juan on 20 May 2021 year, and back from Chicago on 24 May 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
09.06.2021 Wednesday
from £68 MyHolidays
Economy Found 2021-05-06
Nonstop 5 hours 22 min
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02.06.2021 Wednesday
from £71 Bravofly
Economy Found 2021-05-09
Nonstop 5 hours 22 min
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16.06.2021 Wednesday
from £73 Kiwi.com
Economy Found yesterday
Nonstop 5 hours 10 min
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02.06.2021 Wednesday
from £86 Gotogate
Economy Found 2021-05-09
1 Stopover 9 hours 19 min
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09.06.2021 Wednesday
from £87 Gotogate
Economy Found 2021-05-06
1 Stopover 11 hours 11 min
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18.06.2021 Friday
from £88 Kiwi.com
Economy Found 2 days
Nonstop 5 hours 27 min
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16.06.2021 Wednesday
from £88 Mytrip.com
Economy Found yesterday
1 Stopover 7 hours 59 min
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15.06.2021 Tuesday
from £92 Mytrip.com
Economy Found 2 days
1 Stopover 7 hours 59 min
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15.06.2021 Tuesday
from £93 Kiwi.com
Economy Found 2 days
2 Stopovers 24 hours 24 min
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16.06.2021 Wednesday
from £93 Kiwi.com
Economy Found yesterday
2 Stopovers 33 hours 14 min
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18.06.2021 Friday
from £94 Kiwi.com
Economy Found 2 days
1 Stopover 10 hours 29 min
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07.06.2021 Monday
from £107 Kiwi.com
Economy Found 2021-05-07
2 Stopovers 22 hours 52 min
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02.06.2021 Wednesday
from £107 Kiwi.com
Economy Found 2021-05-09
2 Stopovers 26 hours 30 min
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21.06.2021 Monday
from £108 Kiwi.com
Economy Found yesterday
2 Stopovers 30 hours 56 min
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09.06.2021 Wednesday
from £110 Kiwi.com
Economy Found 2021-05-06
2 Stopovers 13 hours 25 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 £58. 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 2 days ago, its price was from £109. It flies to Chicago on 20 May 2021 year and returns to San Juan on 24 May 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Southwest Airlines WN 127 Evening flight
Departure 20.05.21 21:50, Th
1 Stopover Trip 4 days
Return 24.05.21 13:19, Mo
Frontier Airlines F9 129 Night flight
Departure 28.05.21 01:22, Fr
Direct Trip 3 days
Return 31.05.21 13:19, Mo
Frontier Airlines F9 129 Night flight
Departure 21.05.21 01:22, Fr
Direct Trip 3 days
Return 24.05.21 13:19, Mo
Frontier Airlines F9 129 Night flight
Departure 05.06.21 01:22, Sa
1 Stopover Trip 3 days
Return 08.06.21 09:19, Tu
Frontier Airlines F9 129 Night flight
Departure 17.05.21 01:22, Mo
Direct Trip 11 days
Return 28.05.21 13:19, Fr
United Airlines UA 1803 Morning flight
Departure 27.05.21 08:15, Th
1 Stopover Trip 4 days
Return 31.05.21 13:19, Mo
Frontier Airlines F9 119 Evening flight
Departure 25.07.21 22:19, Su
1 Stopover Trip 7 days
Return 01.08.21 14:24, Su
Frontier Airlines F9 129 Evening flight
Departure 10.12.21 20:40, Fr
1 Stopover Trip 14 days
Return 25.12.21 05:43, Sa
Spirit Airlines NK 344 Morning flight
Departure 16.05.21 09:19, Su
2 Stopovers Trip 14 days
Return 30.05.21 00:56, Su
Spirit Airlines NK 1681 Night flight
Departure 26.07.21 02:05, Mo
2 Stopovers Trip 8 days
Return 02.08.21 15:07, 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
Check price
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 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 £41
27 May 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 £86
18 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 £34
19 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 £59
19 May 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 £120
20 May 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 £59
19 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 £64
19 May 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 £59. The departure date of that flight is 12 May 2021.

Round trip costs start from £109, with the departure date there being on 20 May 2021 year, and back on 24 May 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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