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Cheap flights from Chicago O'Hare Intl Airport to San Juan from $93

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 3/24. 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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0 bags

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Find the cheapest flights from Chicago O'Hare Intl Airport to San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
12:17 pm - 6:49 pm
ORD
-
SJU
4h 32mnonstop
Spirit Airlines Logo
11:52 am - 6:18 pm
SJU
-
ORD
8h 26m
1 stop
$184Spirit Airlines
Mon, Mar 2 - Thu, Mar 5
Multiple Airlines Logo
7:23 pm - 6:58 pm
ORD
-
SJU
21h 35m
1 stop
Multiple Airlines Logo
3:53 am - 3:52 pm
SJU
-
ORD
13h 59m
1 stop
$185Multiple Airlines
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
5:05 am - 4:21 pm
ORD
-
SJU
9h 16m
1 stop
Multiple Airlines Logo
11:03 am - 6:31 pm
SJU
-
ORD
8h 28m
1 stop
$186Multiple Airlines
Sat, Feb 21 - Tue, Mar 17
Multiple Airlines Logo
8:30 am - 12:43 am
ORD
-
SJU
14h 13m
1 stop
Multiple Airlines Logo
3:36 pm - 11:47 pm
SJU
-
ORD
9h 11m
1 stop
$187Multiple Airlines
Wed, Mar 4 - Tue, Mar 10
Frontier Logo
8:15 am - 2:53 am
ORD
-
SJU
16h 38m
1 stop
Frontier Logo
5:25 pm - 10:46 am
SJU
-
ORD
19h 21m
1 stop
$188Frontier
Sat, Feb 21 - Wed, Feb 25
Spirit Airlines Logo
12:17 pm - 6:49 pm
ORD
-
SJU
4h 32mnonstop
Spirit Airlines Logo
12:32 pm - 3:48 pm
SJU
-
ORD
5h 16mnonstop
$189Spirit Airlines
Tue, Feb 24 - Wed, Mar 4
Spirit Airlines Logo
10:55 am - 11:58 pm
ORD
-
SJU
12h 03m
1 stop
Spirit Airlines Logo
11:03 am - 9:50 am
SJU
-
ORD
23h 47m
1 stop
$190Spirit Airlines
Wed, Apr 1 - Tue, Apr 7
Multiple Airlines Logo
12:17 pm - 6:49 pm
ORD
-
SJU
4h 32mnonstop
Multiple Airlines Logo
3:08 am - 3:28 pm
SJU
-
ORD
13h 20m
1 stop
$191Multiple Airlines
Tue, Mar 3 - Sun, Mar 8
Spirit Airlines Logo
12:17 pm - 6:49 pm
ORD
-
SJU
4h 32mnonstop
Spirit Airlines Logo
12:32 pm - 3:48 pm
SJU
-
ORD
5h 16mnonstop
$192Spirit Airlines
Sun, Feb 22 - Thu, Mar 5
Spirit Airlines Logo
12:17 pm - 6:49 pm
ORD
-
SJU
4h 32mnonstop
Spirit Airlines Logo
11:52 am - 6:18 pm
SJU
-
ORD
8h 26m
1 stop
$193Spirit Airlines
Wed, Feb 25 - Thu, Mar 5

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
Mar 1
ORD7:23 pmChicago O'Hare Intl
21h 35m
1 stop
SJU6:58 pmSan Juan Luis Munoz Marin Intl
Mar 6
SJU11:52 amSan Juan Luis Munoz Marin Intl
8h 26m
1 stop
ORD6:18 pmChicago O'Hare Intl
$184
Spirit Airlines
Mar 16
ORD10:55 amChicago O'Hare Intl
12h 03m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Mar 18
SJU12:55 pmSan Juan Luis Munoz Marin Intl
7h 56m
1 stop
ORD7:51 pmChicago O'Hare Intl
$185
Spirit Airlines
Apr 15
ORD6:34 pmChicago O'Hare Intl
29h 46m
1 stop
SJU1:20 amSan Juan Luis Munoz Marin Intl
Apr 21
SJU11:07 amSan Juan Luis Munoz Marin Intl
8h 08m
1 stop
ORD6:15 pmChicago O'Hare Intl
$189

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 21
ORD8:15 amChicago O'Hare Intl
16h 38m
1 stop
SJU2:53 amSan Juan Luis Munoz Marin Intl
Feb 25
SJU5:25 pmSan Juan Luis Munoz Marin Intl
19h 21m
1 stop
ORD10:46 amChicago O'Hare Intl
$188
Frontier
Mar 4
ORD8:30 amChicago O'Hare Intl
16h 23m
1 stop
SJU2:53 amSan Juan Luis Munoz Marin Intl
Mar 8
SJU3:08 amSan Juan Luis Munoz Marin Intl
21h 30m
1 stop
ORD11:38 pmChicago O'Hare Intl
$197
Frontier
Apr 23
ORD12:25 pmChicago O'Hare Intl
9h 15m
1 stop
SJU10:40 pmSan Juan Luis Munoz Marin Intl
Apr 27
SJU10:55 amSan Juan Luis Munoz Marin Intl
10h 13m
1 stop
ORD8:08 pmChicago O'Hare Intl
$202

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 3/2

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Thu 3/5

11:52 am-6:18 pm

1 stop8h 26m

$184

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 2/24

7:23 pm-6:58 pm

1 stop21h 35m

San Juan Luis Munoz Marin Intl

Tue 3/3

3:53 am-3:52 pm

1 stop13h 59m

$185

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/21

5:05 am-4:21 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Tue 3/17

11:03 am-6:31 pm

1 stop8h 28m

$186

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 3/4

8:30 am-12:43 am

1 stop14h 13m

San Juan Luis Munoz Marin Intl

Tue 3/10

3:36 pm-11:47 pm

1 stop9h 11m

$187

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/21

8:15 am-2:53 am

1 stop16h 38m

San Juan Luis Munoz Marin Intl

Wed 2/25

5:25 pm-10:46 am

1 stop19h 21m

$188

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 2/24

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Wed 3/4

12:32 pm-3:48 pm

Nonstop5h 16m

$189

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 4/1

10:55 am-11:58 pm

1 stop12h 03m

San Juan Luis Munoz Marin Intl

Tue 4/7

11:03 am-9:50 am

1 stop23h 47m

$190

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/3

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Sun 3/8

3:08 am-3:28 pm

1 stop13h 20m

$191

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 2/22

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Thu 3/5

12:32 pm-3:48 pm

Nonstop5h 16m

$192

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 2/25

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Thu 3/5

11:52 am-6:18 pm

1 stop8h 26m

$193

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Juan from

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 to San Juan?

If you’re not able to fly to San Juan in April, then January is your next best option. Flight prices from Chicago O'Hare Intl Airport to San Juan during January average around $348.

What is the cheapest day to depart on your flight to San Juan?

The cheapest day to depart from Chicago O'Hare Intl Airport to San Juan is on a Monday when prices can be found for as low as $382. The most expensive day to fly to San Juan is Saturday, with ticket prices averaging around $449.

What is the cheapest time of day to depart on your flight to San Juan?

The cheapest time of day to fly to San Juan is in the evening when flights can be purchased for as low as $332. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $478 on average. Flights to San Juan from Chicago O'Hare Intl Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago O'Hare Intl to San Juan flight route?

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

How far in advance should I book a flight to San Juan?

You are more likely to see cheaper flights to San Juan from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to San Juan for around $391 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Juan from Chicago O'Hare Intl Airport for as low as $329 on momondo.

What cabin class options are available on Chicago O'Hare Intl to San Juan flights?

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

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

Fastest flight time

4h 32m

Direct flights

Every day

Airports in San Juan

2 airports
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 are 2 airports in San Juan. From Chicago O'Hare Intl Airport there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

  • 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 $106Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
JetBluePriceFrom $119Free CancellationRating
7.2
2,893 reviews
Search JetBlue flights
DeltaPriceFrom $136Free CancellationRating
7.9
8,138 reviews
Search Delta flights
Spirit AirlinesPriceFrom $137Free CancellationRating
6.3
8,407 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $250Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,218 reviews
Search American Airlines flights
SouthwestPriceFrom $390Free CancellationRating
8.0
4,272 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
San Juan Isla Grande Airport
San Juan Luis Munoz Marin Intl Airport