Flights Caribbean Puerto Rico San Juan Chicago to San Juan

Cheap flights from Chicago to San Juan

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Easily compare round trip flights from Chicago to San Juan

Below you can see the best fares for your round trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to San Juan by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
22 Aug
ORD
11:08 am
Chicago O'Hare Intl airport
16h 02m
1 Stop
4:10 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
28 Aug
SJU
12:42 pm
San Juan Luis Munoz Marin Intl airport
8h 33m
1 Stop
8:15 pm
ORD
Chicago O'Hare Intl airport
255 USD
Spirit Airlines
Spirit Airlines
22 Aug
ORD
11:08 am
Chicago O'Hare Intl airport
16h 02m
1 Stop
4:10 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
28 Aug
SJU
12:42 pm
San Juan Luis Munoz Marin Intl airport
8h 33m
1 Stop
8:15 pm
ORD
Chicago O'Hare Intl airport
255 USD
Spirit Airlines
Spirit Airlines
06 Sep
ORD
12:15 am
Chicago O'Hare Intl airport
7h 09m
1 Stop
8:24 am
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
09 Sep
SJU
10:20 pm
San Juan Luis Munoz Marin Intl airport
9h 17m
1 Stop
6:37 am
+1
ORD
Chicago O'Hare Intl airport
255 USD
United Airlines
United Airlines
12 Oct
ORD
2:48 am
Chicago O'Hare Intl airport
4h 47m
8:35 am
SJU
San Juan Luis Munoz Marin Intl airport
United Airlines
17 Oct
SJU
12:40 pm
San Juan Luis Munoz Marin Intl airport
8h 33m
1 Stop
8:13 pm
ORD
Chicago O'Hare Intl airport
330 USD
United Airlines
United Airlines
12 Oct
ORD
2:48 am
Chicago O'Hare Intl airport
4h 47m
8:35 am
SJU
San Juan Luis Munoz Marin Intl airport
United Airlines
17 Oct
SJU
12:40 pm
San Juan Luis Munoz Marin Intl airport
8h 33m
1 Stop
8:13 pm
ORD
Chicago O'Hare Intl airport
330 USD
Delta
Delta
04 Dec
ORD
1:00 am
Chicago O'Hare Intl airport
7h 28m
1 Stop
10:28 am
SJU
San Juan Luis Munoz Marin Intl airport
Delta
10 Dec
SJU
11:56 pm
San Juan Luis Munoz Marin Intl airport
7h 12m
1 Stop
5:08 am
+1
ORD
Chicago O'Hare Intl airport
310 USD

How to get the cheapest flight ticket from Chicago to San Juan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
WHAT IS THE CHEAPEST MONTH TO FLY TO SAN JUAN?
September
The cheapest time of year to fly to San Juan from Chicago is September. Most expensive is December
WHAT IS THE CHEAPEST DAY TO FLY TO SAN JUAN?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Saturday
WHEN IS THE CHEAPEST TIME TO FLY TO SAN JUAN?
at noon
Chicago to San Juan flights are approximately 157% more expensive in the morning than at noon
WHAT IS THE CHEAPEST AIRLINE THAT FLIES TO SAN JUAN?
Frontier
Frontier, Sun Country Air, and JetBlue are the most popular carriers operating from Chicago to San Juan
WHAT IS THE CHEAPEST ROUTE?
Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl
Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Chicago - San Juan flight prices
WHEN IS THE CHEAPEST TIME TO BOOK A FLIGHT TO SAN JUAN?
55 days before
The cheapest time to buy a flight from Chicago to San Juan is approximately 55 days to departure
60
Days before departure
0

Flight information for Chicago to San Juan (PR1 - CHI)

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Juan
Fastest flight time 4h 44m The fastest flight from Chicago to San Juan takes 4h 44m.
Direct flights Every day Direct flights go from Chicago to San Juan every day.
Airports in San Juan 2 airports There are 2 airports near San Juan: San Juan Isla Grande (SIG), San Juan Luis Munoz Marin Intl (SJU)

Flights from Chicago to:

Flights to San Juan from:

  • Chicago
  • Illinois
  • United States
  • North America

Flights to other cities in Puerto Rico

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Flights Caribbean Puerto Rico San Juan Chicago to San Juan