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
06 Nov
ORD
11:15 pm
Chicago O'Hare Intl airport
7h 04m
1 Stop
8:19 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
12 Nov
SJU
1:40 pm
San Juan Luis Munoz Marin Intl airport
9h 44m
1 Stop
9:24 pm
ORD
Chicago O'Hare Intl airport
187 USD
Spirit Airlines
Spirit Airlines
06 Nov
ORD
11:15 pm
Chicago O'Hare Intl airport
7h 04m
1 Stop
8:19 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
12 Nov
SJU
1:40 pm
San Juan Luis Munoz Marin Intl airport
9h 44m
1 Stop
9:24 pm
ORD
Chicago O'Hare Intl airport
187 USD
Spirit Airlines
Spirit Airlines
16 Nov
ORD
12:30 pm
Chicago O'Hare Intl airport
6h 55m
1 Stop
9:25 pm
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
05 Dec
SJU
1:30 pm
San Juan Luis Munoz Marin Intl airport
8h 50m
1 Stop
8:20 pm
ORD
Chicago O'Hare Intl airport
187 USD
Major Airline
Major Airline
28 Feb
ORD
4:42 pm
Chicago O'Hare Intl airport
4h 28m
11:10 pm
SJU
San Juan Luis Munoz Marin Intl airport
Major Airline
08 Mar
SJU
2:05 am
San Juan Luis Munoz Marin Intl airport
5h 07m
6:12 am
ORD
Chicago O'Hare Intl airport
356 USD
United Airlines
United Airlines
01 Mar
ORD
1:59 am
Chicago O'Hare Intl airport
4h 36m
8:35 am
SJU
San Juan Luis Munoz Marin Intl airport
United Airlines
06 Mar
SJU
3:21 pm
San Juan Luis Munoz Marin Intl airport
8h 10m
1 Stop
9:31 pm
ORD
Chicago O'Hare Intl airport
355 USD
American Airlines
American Airlines
16 Feb
ORD
1:24 am
Chicago O'Hare Intl airport
6h 49m
1 Stop
10:13 am
SJU
San Juan Luis Munoz Marin Intl airport
American Airlines
25 Feb
SJU
11:00 am
San Juan Luis Munoz Marin Intl airport
8h 36m
1 Stop
5:36 pm
ORD
Chicago O'Hare Intl airport
348 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?
October
The cheapest time of year to fly to San Juan from Chicago is October. 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 37% more expensive in the morning than at noon
What is the cheapest airline that flies to San Juan?
Spirit Airlines
Spirit Airlines, JetBlue, and Frontier 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?
28 days before
The cheapest time to buy a flight from Chicago to San Juan is approximately 28 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 40m The fastest flight from Chicago to San Juan takes 4h 40m.
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)

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Flights to other cities in Puerto Rico

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*Flight prices to San Juan are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.
Flights Caribbean Puerto Rico San Juan Chicago to San Juan