Flights Caribbean Puerto Rico San Juan Chicago to San Juan

Cheap flights from Chicago to San Juan

Round-trip
Economy
Chicago (CHI)
San Juan (SJU)
Wed 2/24
Wed 3/3
Any month
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Flight information for Chicago to San Juan

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Juan
Best Price Found $96 The best flight deal from Chicago to San Juan found on momondo in the last 72 hours is $96
Fastest flight time 4h 42m The fastest flight from Chicago to San Juan takes 4h 42m.
Direct flights Tu and We Direct flights go from Chicago to San Juan on Tuesday and Wednesday. Airlines offering direct flights are: American Airlines and Alaska Airlines..
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)

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 from Chicago to San Juan?
August
The cheapest time of year to fly to San Juan from Chicago is August. Most expensive is December
What is the cheapest day to depart Chicago for San Juan?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
When is the cheapest time to fly from Chicago to San Juan?
at noon
Chicago to San Juan flights are approximately 36% more expensive in the morning than at noon
What is the cheapest Chicago to San Juan flight 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
How far in advance should you book Chicago to San Juan flights?
19 days before
The cheapest time to buy a flight from Chicago to San Juan is approximately 19 days to departure
60
Days before departure
0

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
Spirit Airlines
Mar 24
6h 40m
Chicago O'Hare Intl
6h 40m
1 stop
5:09 pm
San Juan Luis Munoz Marin Intl
Mar 31
11:25 am
San Juan Luis Munoz Marin Intl
6h 16m
1 stop
5:41 pm
Chicago O'Hare Intl
Spirit Airlines
May 1
5h 59m
Chicago O'Hare Intl
5h 59m
1 stop
2:51 pm
San Juan Luis Munoz Marin Intl
May 4
9:09 am
San Juan Luis Munoz Marin Intl
7h 31m
1 stop
4:40 pm
Chicago O'Hare Intl
Spirit Airlines
Mar 2
7h 05m
Chicago O'Hare Intl
7h 05m
1 stop
4:24 pm
San Juan Luis Munoz Marin Intl
Mar 6
9:58 am
San Juan Luis Munoz Marin Intl
7h 48m
1 stop
5:46 pm
Chicago O'Hare Intl

Find the cheapest one-way flights from Chicago to San Juan

If you're looking for one-way flights from Chicago to San Juan, view some of our deals below provided by Spirit Airlines
Spirit Airlines
Jan 30
7h 08m
Chicago O'Hare Intl
7h 08m
1 stop
7:23 pm
San Juan Luis Munoz Marin Intl
Spirit Airlines
Feb 6
7h 08m
Chicago O'Hare Intl
7h 08m
1 stop
7:23 pm
San Juan Luis Munoz Marin Intl
Spirit Airlines
Jan 30
7h 08m
Chicago O'Hare Intl
7h 08m
1 stop
7:23 pm
San Juan Luis Munoz Marin Intl

Best airlines flying from Chicago to San Juan

Compare and see reviews for airlines that fly from Chicago to San Juan with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $90
Free Cancellation
Rating
7.0
Spirit Airlines
PriceFrom $112
Free Cancellation
Rating
7.3
7.3

Boarding

7.3

Comfort

7.3

Crew

7.3

Entertainment

7.3

Food

Reviews

Pros: We made it safely

Cons: Awful experience. Early in the day I received several updates about my flight being delayed. No details on why, but much appreciated. Upon arriving to the airport the flight was still showing 59 mins delayed. Oddly, with all of the early communxaruin, it suddenly ceased! No communication for at least 2 hrs before the flight. Even as the 'would be' boarding window, the line formed with people asking questions... yet there were no answers or updates to the proposed time of departure. Even when the 59 min late departure came and went, there was NO communication. Folks were in an uproar! Finally, with no announcement, the gate attendant just started checking boarding passes and letting people go through the gate. Huh? I have zone 1, yet he said, we're just boarding everybody.... and, on the 3+ hr flight, only 1 bathroom worked. AWFUL EXPERIENCE!!!

1 / 1
JetBlue
PriceFrom $151
Free Cancellation
Rating
8.7
9.0

Boarding

9.0

Comfort

8.9

Crew

8.3

Entertainment

8.6

Food

Reviews

Cons: Todo fue Exelente...

1 / 4
Delta
PriceFrom $163
Free Cancellation
Rating
8.3
8.2

Boarding

8.5

Comfort

8.8

Crew

7.8

Entertainment

8.1

Food

Reviews

Pros: I appreciate the choice of snacks.

Cons: The coffee served on the flight was lukewarm.

1 / 9
United Airlines
PriceFrom $183
Free Cancellation
Rating
6.6
6.4

Boarding

7.0

Comfort

7.3

Crew

6.0

Entertainment

6.6

Food

Reviews

Pros: It was meh....

Cons: I got no notification that the flight was going to be 1 hour earlier

1 / 6
American Airlines
PriceFrom $185
Free Cancellation
Rating
7.2
7.9

Boarding

7.0

Comfort

7.7

Crew

7.4

Entertainment

6.4

Food

Reviews

Pros: Entertainment

Cons: The seat space/leg room is tiny. I found it impossible to fall asleep, being in the middle of a row of three with two "big" people in either side.

1 / 8

Which airlines flying from Chicago to San Juan have COVID-19 safety policies in place?

Airlines such as Alaska Airlines and Delta have taken additional precautions to make sure you’re safer while traveling. Usage of HEPA filters, scheduled sanitation, enhanced cleaning of aircrafts, pre-flight testing, and mask policies are some of the implemented practices made by airlines to help keep you safe as you depart from Chicago to San Juan. Keep in mind that policies will vary by airline.

Are airlines flying from Chicago to San Juan offering flexible cancellation due to COVID-19?

Some of our partner airlines flying from Chicago to San Juan are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, American Airlines, and Spirit Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.


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