Flights Caribbean Puerto Rico San Juan Chicago to San Juan

Flights from Chicago to San Juan

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Chicago to San Juan flight comparison made easy

Below you can see the best fares for your 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
ORD
11:40 am
Chicago O'Hare Intl airport
15h 15m
1 Stop
3:55 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
SJU
3:53 pm
San Juan Luis Munoz Marin Intl airport
28h 26m
1 Stop
7:19 pm
+1
ORD
Chicago O'Hare Intl airport
234 USD
Spirit Airlines
Spirit Airlines
ORD
11:40 am
Chicago O'Hare Intl airport
15h 15m
1 Stop
3:55 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
SJU
3:53 pm
San Juan Luis Munoz Marin Intl airport
28h 26m
1 Stop
7:19 pm
+1
ORD
Chicago O'Hare Intl airport
234 USD
Spirit Airlines
Spirit Airlines
ORD
11:40 am
Chicago O'Hare Intl airport
15h 15m
1 Stop
3:55 am
+1
SJU
San Juan Luis Munoz Marin Intl airport
Spirit Airlines
SJU
3:53 pm
San Juan Luis Munoz Marin Intl airport
19h 59m
2 Stops
10:52 am
+1
ORD
Chicago O'Hare Intl airport
246 USD
American Airlines
American Airlines
ORD
3:20 am
Chicago O'Hare Intl airport
4h 40m
9:00 am
SJU
San Juan Luis Munoz Marin Intl airport
American Airlines
SJU
12:41 pm
San Juan Luis Munoz Marin Intl airport
8h 39m
1 Stop
8:20 pm
ORD
Chicago O'Hare Intl airport
295 USD
American Airlines
American Airlines
ORD
3:20 am
Chicago O'Hare Intl airport
4h 40m
9:00 am
SJU
San Juan Luis Munoz Marin Intl airport
American Airlines
SJU
12:41 pm
San Juan Luis Munoz Marin Intl airport
8h 39m
1 Stop
8:20 pm
ORD
Chicago O'Hare Intl airport
295 USD
Frontier
Frontier
ORD
12:02 pm
Chicago O'Hare Intl airport
6h 46m
1 Stop
7:48 pm
SJU
San Juan Luis Munoz Marin Intl airport
Frontier
SJU
12:41 pm
San Juan Luis Munoz Marin Intl airport
8h 46m
1 Stop
8:27 pm
ORD
Chicago O'Hare Intl airport
311 USD

How to get the cheapest flight 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 for your trip
CHEAPEST MONTH TO FLY
September
The cheapest time of year to fly to San Juan from Chicago is September. Most expensive is December
CHEAPEST DAY TO FLY
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Saturday
CHEAPEST TIME TO FLY
at Noon
Chicago to San Juan flights are approximately 47% more expensive in the Evening than at Noon
CHEAPEST AIRLINE
Frontier
Frontier, JetBlue, and Spirit Airlines are the most popular carriers operating from Chicago to San Juan
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
CHEAPEST TIME TO BOOK
34 days before
The cheapest time to buy a flight from Chicago to San Juan is approximately 34 days to departure
60
Days before departure
0

Flight information for Chicago to San Juan

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Juan
Fastest flight time
4h 30m
The fastest flight from Chicago to San Juan takes 4h 30m.
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)

Cost comparison between Chicago and San Juan

Compare the costs of everyday items in Chicago and San Juan
Food
Inexpensive restaurant
15 USD
Chicago
10.04 USD
San Juan
Fast food
McDonald's meal
6.97 USD
Chicago
6.78 USD
San Juan
Soft drink
0.33 liter
1.78 USD
Chicago
1.17 USD
San Juan
Coffee
Cappuccino
4.13 USD
Chicago
2.23 USD
San Juan
Public transport
One-way ticket
2.49 USD
Chicago
1.51 USD
San Juan

Flights from Chicago to:

Flights to San Juan from:

  • Chicago
  • Illinois
  • United States
  • North America

Flights to other cities in Puerto Rico

Lost the lust for San Juan? Check out some flights to other cities in Puerto Rico
Flights Caribbean Puerto Rico San Juan Chicago to San Juan