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Cheap flights from Chicago O'Hare Intl Airport to San Juan from $57

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 O'Hare Intl Airport to San Juan departing on 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to San Juan

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport to San Juan that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago O'Hare Intl Airport to San Juan.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport to San Juan? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to San Juan, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago O'Hare Intl Airport to San Juan

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport to San Juan.

All round-trip flight deals to San Juan

The cheapest plane tickets to San Juan found on KAYAK recently.
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$118Spirit Airlines
Find Deal
Tue, Jan 21 - Wed, Jan 29
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$128Spirit Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$129Spirit Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
10:59 am - 2:19 amORD-SJU
13h 20m1 stop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
Fri, Jan 24 - Wed, Jan 29
8:00 am - 11:25 pmORD-SJU
13h 25m1 stop
2:25 am - 10:33 amSJU-ORD
10h 08m1 stop
$133Frontier
Find Deal
Sat, Feb 22 - Tue, Feb 25
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
6:00 am - 10:16 pmSJU-ORD
18h 16m1 stop
Tue, Jan 21 - Mon, Jan 27
6:07 pm - 5:23 pmORD-SJU
21h 16m1 stop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
Fri, Dec 6 - Sat, Dec 14
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$138Spirit Airlines
Find Deal
Sun, Dec 8 - Tue, Dec 17
10:59 am - 2:21 amORD-SJU
13h 22m1 stop
12:12 pm - 9:27 amSJU-ORD
23h 15m1 stop
$139Frontier
Find Deal
Fri, Jan 10 - Wed, Jan 15
6:30 am - 4:28 pmORD-SJU
7h 58m1 stop
3:00 pm - 6:42 pmSJU-ORD
29h 42m1 stop
$142Frontier
Find Deal
Mon, Feb 24 - Wed, Feb 26
10:59 am - 2:21 amORD-SJU
13h 22m1 stop
$57Frontier
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Fri, Jan 10
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$58Spirit Airlines
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Tue, Dec 31
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$59Spirit Airlines
Find Deal
Sun, Dec 8
11:25 am - 12:35 amORD-SJU
11h 10m2 stops
$100Southwest
Find Deal
Mon, Feb 24
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
$183United Airlines
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Fri, Feb 28
9:20 am - 8:43 pmORD-SJU
10h 23m1 stop
$187United Airlines
Find Deal
Wed, Mar 12
5:45 am - 2:20 pmORD-SJU
6h 35m1 stop
$197Delta
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Tue, Jan 14
5:00 am - 7:55 pmORD-SJU
12h 55m1 stop
$207American Airlines
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Tue, Nov 19
8:20 am - 2:00 pmORD-SJU
4h 40mnonstop
$213American Airlines
Find Deal
Wed, Mar 12
6:30 am - 10:50 pmORD-SJU
14h 20m2 stops
$217Southwest
Find Deal
Sat, Mar 1
1:09 pm - 11:40 pmORD-SJU
8h 31m1 stop
9:20 pm - 12:49 amSJU-ORD
5h 29mnonstop
$275Spirit Airlines
Find Deal
Sat, Nov 16 - Wed, Nov 20
1:10 pm - 7:40 pmORD-SJU
4h 30mnonstop
2:48 pm - 10:56 amSJU-ORD
22h 08m2 stops
$278Spirit Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 20
7:46 pm - 7:49 pmORD-SJU
22h 03m1 stop
2:48 pm - 10:56 amSJU-ORD
22h 08m2 stops
$281Spirit Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 20
10:13 pm - 7:49 pmORD-SJU
19h 36m2 stops
2:48 pm - 10:56 amSJU-ORD
22h 08m2 stops
$282Spirit Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 20
6:48 pm - 9:25 amORD-SJU
12h 37m1 stop
3:59 am - 12:05 pmSJU-ORD
10h 06m1 stop
$318Frontier
Find Deal
Sat, Nov 16 - Tue, Nov 19
8:26 pm - 10:10 amORD-SJU
11h 44m1 stop
3:59 am - 12:05 pmSJU-ORD
10h 06m1 stop
$348Frontier
Find Deal
Mon, Nov 18 - Tue, Nov 19
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$354United Airlines
Find Deal
Tue, Nov 19 - Mon, Nov 25
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
2:05 am - 9:10 amSJU-ORD
9h 05m1 stop
$400United Airlines
Find Deal
Tue, Nov 19 - Mon, Nov 25
5:00 am - 1:53 pmORD-SJU
6h 53m1 stop
3:29 pm - 9:38 pmSJU-ORD
8h 09m1 stop
$404American Airlines
Find Deal
Tue, Nov 19 - Tue, Nov 26
7:05 am - 5:10 pmORD-SJU
8h 05m1 stop
1:50 pm - 10:56 pmSJU-ORD
11h 06m1 stop
$569Delta
Find Deal
Mon, Nov 18 - Thu, Nov 28
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$128Spirit Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$129Spirit Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$130Spirit Airlines
Find Deal
Sun, Dec 8 - Sat, Dec 14
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$138Spirit Airlines
Find Deal
Sun, Dec 8 - Tue, Dec 17
8:05 am - 1:45 pmORD-SJU
4h 40mnonstop
3:25 pm - 7:40 pmSJU-ORD
5h 15mnonstop
$191American Airlines
Find Deal
Tue, May 6 - Thu, May 8
9:00 am - 3:38 pmORD-SJU
4h 38mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$240United Airlines
Find Deal
Wed, Dec 11 - Wed, Dec 18
8:05 am - 2:40 pmORD-SJU
4h 35mnonstop
3:36 pm - 7:06 pmSJU-ORD
5h 30mnonstop
$313American Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
8:10 am - 2:45 pmORD-SJU
4h 35mnonstop
4:15 pm - 7:40 pmSJU-ORD
5h 25mnonstop
$324American Airlines
Find Deal
Wed, Jan 29 - Thu, Mar 6
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$326United Airlines
Find Deal
Fri, Nov 29 - Wed, Dec 4
9:00 am - 3:38 pmORD-SJU
4h 38mnonstop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$368United Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17

Frontier flights from Chicago O'Hare Intl Airport to San Juan

Our best Frontier deals on Chicago O'Hare Intl Airport to San Juan flight tickets
Frontier
Feb 22
ORD8:00 amChicago O'Hare Intl
13h 25m
1 stop
SJU11:25 pmSan Juan Luis Munoz Marin Intl
Feb 25
SJU2:25 amSan Juan Luis Munoz Marin Intl
10h 08m
1 stop
ORD10:33 amChicago O'Hare Intl
Frontier
Jan 10
ORD10:59 amChicago O'Hare Intl
13h 22m
1 stop
SJU2:21 amSan Juan Luis Munoz Marin Intl
Jan 15
SJU12:12 pmSan Juan Luis Munoz Marin Intl
23h 15m
1 stop
ORD9:27 amChicago O'Hare Intl
Frontier
Feb 24
ORD6:30 amChicago O'Hare Intl
7h 58m
1 stop
SJU4:28 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU3:00 pmSan Juan Luis Munoz Marin Intl
29h 42m
1 stop
ORD6:42 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago O'Hare Intl Airport to San Juan

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to San Juan flight tickets
Spirit Airlines
Jan 21
ORD1:44 pmChicago O'Hare Intl
4h 37m
SJU8:21 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl
Spirit Airlines
Dec 8
ORD1:00 pmChicago O'Hare Intl
4h 36m
SJU7:36 pmSan Juan Luis Munoz Marin Intl
Dec 12
SJU2:17 pmSan Juan Luis Munoz Marin Intl
5h 30m
ORD5:47 pmChicago O'Hare Intl
Spirit Airlines
Dec 8
ORD1:00 pmChicago O'Hare Intl
4h 36m
SJU7:36 pmSan Juan Luis Munoz Marin Intl
Dec 12
SJU2:17 pmSan Juan Luis Munoz Marin Intl
5h 30m
ORD5:47 pmChicago O'Hare Intl

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to San Juan?

August. The cheapest time of year to fly to San Juan from Chicago O'Hare Intl Airport is August. Most expensive is December

What is the cheapest day to depart Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to San Juan?

In the afternoon. Chicago O'Hare Intl Airport to San Juan flights are approximately 23% more expensive in the evening than in the afternoon

What is the cheapest airline that flies to San Juan from Chicago O'Hare Intl Airport?

Spirit Airlines. Spirit Airlines, Frontier, and Delta are the most popular carriers operating from Chicago O'Hare Intl Airport to San Juan

How far in advance should you book Chicago O'Hare Intl Airport to San Juan flights?

38 days before. The cheapest time to buy a flight from Chicago O'Hare Intl Airport to San Juan is approximately 38 days to departure

How many flights depart from Chicago O'Hare Intl Airport to San Juan on average per day?

6 flights are operational weekly from Chicago O'Hare Intl Airport to San Juan as of November 2024. The most popular departure time for this route is 2:00PM, with 54% of flights per day taking off in the afternoon.

How many flights depart from Chicago O'Hare Intl Airport to San Juan on average per week?

As of November 2024, there are 43 flights per week flying from Chicago O'Hare Intl Airport to San Juan. The most common day of the week flights depart is Thursday, with 16% of flights taking off on this day.

Can stopping save me money on Chicago O'Hare Intl Airport to San Juan flights?

You could potentially save up to 1% on your flight if you consider stops on a Chicago O'Hare Intl Airport to San Juan flight.

Cheap Chicago O'Hare Intl Airport to San Juan flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to San Juan

Best Price Found

$57

Fastest flight time

4h 32m

Direct flights

Every day

Airports in San Juan

1 airport
The best one-way flight to San Juan from Chicago O'Hare Intl Airport in the past 72 hours is $57. The best round-trip flight deal from Chicago O'Hare Intl Airport to San Juan found on momondo in the last 72 hours is $118.
The fastest flight from Chicago O'Hare Intl Airport to San Juan takes 4h 32m
Direct flights go from Chicago O'Hare Intl Airport to San Juan every day.
There is 1 airport near San Juan: San Juan Luis Munoz Marin Intl (SJU)

  • How far is Chicago O'Hare Intl to San Juan by plane?

    There are 2067.2 mi between Chicago O'Hare Intl and San Juan. By plane, this route typically takes 4h 32m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to San Juan?

    Prices for flights from Chicago O'Hare Intl Airport to San Juan are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to San Juan?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to San Juan?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to San Juan.

  • What documentation or ID do you need to fly to San Juan?

    The travel and health documents you'll need for your trip to San Juan may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Juan. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Chicago O'Hare Intl Airport to San Juan

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to San Juan with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $125Free CancellationRating
6.1
3,551 reviews
Search Frontier flights
JetBluePriceFrom $137Free CancellationRating
7.5
3,447 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $162Free CancellationRating
6.3
8,167 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $267Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
DeltaPriceFrom $324Free CancellationRating
8.0
8,788 reviews
Search Delta flights
American AirlinesPriceFrom $324Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $379Free CancellationRating
8.1
5,045 reviews
Search Southwest flights

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?

All flight searches from Chicago to San Juan on momondo can be filtered to show those which offer flexible booking policies.

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?

Yes momondo offers price alerts on flights to San Juan from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Find better results for your trip to Puerto Rico

Fly into one of these airports located in San Juan

Airports listed have a maximum distance of 7.1 mi from San Juan