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Cheap flights from Chicago to San Juan from $65

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Juan departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Frontier Logo
5:10 am - 2:15 pmORD-SJU
8h 05m1 stop
Frontier Logo
3:21 pm - 12:10 amSJU-ORD
9h 49m1 stop
$153Frontier
Find Deal
jue., oct. 23 - dom., oct. 26
Frontier Logo
6:15 am - 2:15 pmMDW-SJU
7h 00m1 stop
Frontier Logo
9:05 am - 9:08 pmSJU-MDW
13h 03m1 stop
$159Frontier
Find Deal
jue., oct. 23 - dom., oct. 26
Frontier Logo
5:01 am - 2:18 pmORD-SJU
8h 17m1 stop
Frontier Logo
5:43 pm - 12:25 amSJU-ORD
7h 42m1 stop
$172Frontier
Find Deal
jue., jul. 31 - vie., ago. 8
Frontier Logo
5:10 am - 2:11 pmORD-SJU
8h 01m1 stop
Frontier Logo
1:06 pm - 11:53 amSJU-ORD
23h 47m1 stop
$179Frontier
Find Deal
lun., sep. 22 - sáb., sep. 27
 Logo
5:01 am - 2:18 pmORD-SJU
8h 17m1 stop
 Logo
6:00 am - 10:16 amSJU-ORD
5h 16mnonstop
jue., jul. 31 - vie., ago. 8
Spirit Airlines Logo
4:36 pm - 1:35 amORD-SJU
7h 59m1 stop
Spirit Airlines Logo
3:50 pm - 7:04 amSJU-ORD
16h 14m1 stop
$203Spirit Airlines
Find Deal
mar., jul. 22 - jue., ago. 7
 Logo
8:45 pm - 2:34 amORD-SJU
28h 49m1 stop
 Logo
7:40 pm - 11:56 pmSJU-ORD
5h 16mnonstop
lun., sep. 8 - jue., sep. 11
Spirit Airlines Logo
5:05 am - 9:09 pmORD-SJU
15h 04m1 stop
Spirit Airlines Logo
4:30 pm - 7:04 amSJU-ORD
15h 34m1 stop
$220Spirit Airlines
Find Deal
lun., jul. 21 - sáb., ago. 2
Delta Logo
10:35 am - 11:21 pmMDW-SJU
10h 46m1 stop
Delta Logo
1:50 pm - 9:44 pmSJU-MDW
9h 54m1 stop
$327Delta
Find Deal
mar., nov. 4 - mié., nov. 12
Delta Logo
10:35 am - 10:21 pmMDW-SJU
10h 46m1 stop
Delta Logo
1:50 pm - 9:44 pmSJU-MDW
9h 54m1 stop
$337Delta
Find Deal
vie., oct. 31 - mié., nov. 12

Frontier flights from Chicago to San Juan Luis Munoz Marin Intl Airport

Our best Frontier deals on Chicago to San Juan Luis Munoz Marin Intl Airport flight tickets
Frontier
Oct 23
ORD5:10 amChicago O'Hare Intl
8h 05m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Oct 26
SJU3:21 pmSan Juan Luis Munoz Marin Intl
9h 49m
1 stop
ORD12:10 amChicago O'Hare Intl
Frontier
Oct 23
MDW6:15 amChicago Midway
7h 00m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Oct 26
SJU9:05 amSan Juan Luis Munoz Marin Intl
13h 03m
1 stop
MDW9:08 pmChicago Midway
Frontier
Jul 31
ORD5:01 amChicago O'Hare Intl
8h 17m
1 stop
SJU2:18 pmSan Juan Luis Munoz Marin Intl
Aug 8
SJU5:43 pmSan Juan Luis Munoz Marin Intl
7h 42m
1 stop
ORD12:25 amChicago O'Hare Intl

Spirit Airlines flights from Chicago to San Juan Luis Munoz Marin Intl Airport

Our best Spirit Airlines deals on Chicago to San Juan Luis Munoz Marin Intl Airport flight tickets
Spirit Airlines
Jul 22
ORD4:36 pmChicago O'Hare Intl
7h 59m
1 stop
SJU1:35 amSan Juan Luis Munoz Marin Intl
Aug 7
SJU3:50 pmSan Juan Luis Munoz Marin Intl
16h 14m
1 stop
ORD7:04 amChicago O'Hare Intl
Spirit Airlines
Jul 21
ORD5:05 amChicago O'Hare Intl
15h 04m
1 stop
SJU9:09 pmSan Juan Luis Munoz Marin Intl
Aug 2
SJU4:30 pmSan Juan Luis Munoz Marin Intl
15h 34m
1 stop
ORD7:04 amChicago O'Hare Intl
Spirit Airlines
Aug 18
ORD5:05 amChicago O'Hare Intl
15h 43m
1 stop
SJU9:48 pmSan Juan Luis Munoz Marin Intl
Aug 22
SJU5:42 pmSan Juan Luis Munoz Marin Intl
7h 17m
1 stop
ORD11:59 pmChicago O'Hare Intl

See travel insights to San Juan from

How to get the cheapest flight ticket from Chicago to San Juan Luis Munoz Marin Intl Airport

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 typical price of a round-trip flight between Chicago and San Juan Luis Munoz Marin Intl Airport?

What is the cheapest month to fly to San Juan Luis Munoz Marin Intl Airport?

If you aren’t able to travel to San Juan Luis Munoz Marin Intl Airport during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $321.

What is the cheapest day to depart on your flight to San Juan Luis Munoz Marin Intl Airport?

On average, the least expensive day to fly to San Juan Luis Munoz Marin Intl Airport from Chicago is on a Monday. momondo users have found tickets for Monday departures for as low as $391. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $448.

What is the cheapest time of day to depart on your flight to San Juan Luis Munoz Marin Intl Airport?

The cheapest time of day to fly to San Juan Luis Munoz Marin Intl Airport is in the evening when flights can be purchased for as low as $300. Flights in the morning are often more expensive with an average ticket price of $438.

What is the cheapest Chicago to San Juan Luis Munoz Marin Intl flight route?

Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Chicago - San Juan Luis Munoz Marin Intl flight prices

How far in advance should I book a flight to San Juan Luis Munoz Marin Intl Airport?

You are more likely to see cheaper flights to San Juan Luis Munoz Marin Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to San Juan Luis Munoz Marin Intl Airport for around $373 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Juan Luis Munoz Marin Intl Airport from Chicago for as low as $301 on momondo.

What cabin class options are available on Chicago to San Juan Luis Munoz Marin Intl flights?

There are 4 cabin classes available to choose from on Chicago to San Juan Luis Munoz Marin Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to San Juan Luis Munoz Marin Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to San Juan Luis Munoz Marin Intl Airport.

How have Chicago to San Juan Luis Munoz Marin Intl Airport flight prices changed over time?

As of July 2025, prices for Chicago to San Juan Luis Munoz Marin Intl Airport flights are approximately 5% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to San Juan Luis Munoz Marin Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to San Juan Luis Munoz Marin Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to San Juan Luis Munoz Marin Intl Airport (CHI to SJU) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Juan Luis Munoz Marin Intl Airport

Best Price Found

$65

Fastest flight time

4h 39m

Direct flights

Every day
The best one-way flight to San Juan Luis Munoz Marin Intl Airport from Chicago in the past 72 hours is $65. The best round-trip flight deal from Chicago to San Juan Luis Munoz Marin Intl Airport found on momondo in the last 72 hours is $153.
The fastest flight from Chicago to San Juan Luis Munoz Marin Intl Airport takes 4h 39m
Direct flights go from Chicago to San Juan Luis Munoz Marin Intl Airport every day.

  • How far is Chicago to San Juan Luis Munoz Marin Intl by plane?

    There are 2057.4 mi between Chicago and San Juan Luis Munoz Marin Intl. Typically, this will take 4h 39m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to San Juan Luis Munoz Marin Intl Airport?

    Prices for flights from Chicago to San Juan Luis Munoz Marin Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to San Juan Luis Munoz Marin Intl Airport?

  • How old do you have to be to fly from Chicago to San Juan Luis Munoz Marin Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to San Juan Luis Munoz Marin Intl Airport.

  • What documentation or ID do you need to fly to San Juan Luis Munoz Marin Intl Airport?

    The travel and health documents required for your trip to San Juan Luis Munoz Marin Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San Juan Luis Munoz Marin Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to San Juan Luis Munoz Marin Intl Airport?

  • What is the most popular airline from Chicago to San Juan Luis Munoz Marin Intl Airport?


Best airlines flying from Chicago to San Juan Luis Munoz Marin Intl Airport

Compare and see reviews for airlines that fly from Chicago to San Juan Luis Munoz Marin Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $106Free CancellationRating
5.9
3,284 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $139Free CancellationRating
6.3
8,094 reviews
Search Spirit Airlines flights
DeltaPriceFrom $212Free CancellationRating
8.0
7,983 reviews
Search Delta flights
United AirlinesPriceFrom $267Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
JetBluePriceFrom $287Free CancellationRating
7.3
2,916 reviews
Search JetBlue flights
American AirlinesPriceFrom $338Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $354Free CancellationRating
8.0
4,270 reviews
Search Southwest flights
  • United Airlines Flights From Chicago to San Juan Luis Munoz Marin Intl Airport

    United Airlines flight deals from Chicago to San Juan Luis Munoz Marin Intl Airport start from $267 round-trip. Over the 14 United Airlines flights for this route in a normal week, average airfare is usually $484 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Chicago to San Juan Luis Munoz Marin Intl Airport

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to San Juan Luis Munoz Marin Intl Airport about 1 time each week, with ticket deals ranging from $338 to $512. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near San Juan?

Book flights to San Juan if you plan to visit one of these locations
Carolina
Fajardo
Dorado
Luquillo
Caguas
Humacao
Rio Grande
Bayamón

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Juan?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to San Juan. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to San Juan with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to San Juan from Chicago with this policy.

How can momondo help me find flights from Chicago to San Juan?

momondo provides multiple filters to help you find the best flight to San Juan from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to San Juan right now. Can momondo alert me if prices change?

Price alerts on flights to San Juan from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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1 adult
mar. 7/8
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