Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Puerto Rico from $112

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 Puerto Rico departing on 11/20. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:12 am - 8:27 pmORD-SJU
8h 15m1 stop
Multiple Airlines Logo
2:25 am - 11:11 amSJU-ORD
10h 46m1 stop
$212Multiple Airlines
Find Deal
jue., nov. 20 - dom., nov. 23
Multiple Airlines Logo
7:00 am - 3:35 pmORD-SJU
6h 35m1 stop
Multiple Airlines Logo
4:11 pm - 11:35 pmSJU-ORD
9h 24m1 stop
$213Multiple Airlines
Find Deal
jue., ene. 29 - jue., feb. 5
Multiple Airlines Logo
8:41 am - 3:17 pmORD-SJU
4h 36mnonstop
Multiple Airlines Logo
9:00 pm - 6:10 pmSJU-ORD
23h 10m1 stop
$214Multiple Airlines
Find Deal
mar., dic. 2 - jue., ene. 22
Spirit Airlines Logo
4:58 pm - 10:49 amORD-SJU
15h 51m1 stop
Spirit Airlines Logo
8:45 pm - 11:59 pmSJU-ORD
5h 14mnonstop
$215Spirit Airlines
Find Deal
lun., nov. 24 - jue., dic. 4
Frontier Logo
6:11 pm - 10:17 amORD-SJU
14h 06m1 stop
Frontier Logo
2:29 am - 2:13 pmSJU-ORD
13h 44m1 stop
$216Frontier
Find Deal
sáb., ene. 10 - sáb., ene. 17
Spirit Airlines Logo
8:41 am - 3:17 pmORD-SJU
4h 36mnonstop
Spirit Airlines Logo
8:45 pm - 11:59 pmSJU-ORD
5h 14mnonstop
$217Spirit Airlines
Find Deal
mié., dic. 3 - lun., dic. 15
United Airlines Logo
8:55 am - 3:40 pmORD-SJU
4h 45mnonstop
United Airlines Logo
4:52 pm - 8:20 pmSJU-ORD
5h 28mnonstop
$218United Airlines
Find Deal
lun., ene. 12 - jue., ene. 15
Frontier Logo
7:51 pm - 4:55 pmORD-SJU
19h 04m2 stops
Frontier Logo
4:11 pm - 11:35 pmSJU-ORD
9h 24m1 stop
$220Frontier
Find Deal
dom., ene. 18 - vie., ene. 30
American Airlines Logo
3:15 pm - 9:54 pmORD-SJU
4h 39mnonstop
American Airlines Logo
6:00 am - 9:35 amSJU-ORD
5h 35mnonstop
$243American Airlines
Find Deal
dom., ene. 18 - jue., ene. 22
United Airlines Logo
1:00 pm - 11:57 pmORD-BQN
8h 57m1 stop
United Airlines Logo
1:09 am - 9:40 amBQN-ORD
10h 31m1 stop
$455United Airlines
Find Deal
mié., ene. 7 - dom., ene. 11

Spirit Airlines flights from Chicago O'Hare Intl Airport to Puerto Rico

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Puerto Rico flight tickets
Spirit Airlines
Nov 24
ORD4:58 pmChicago O'Hare Intl
15h 51m
1 stop
SJU10:49 amSan Juan Luis Munoz Marin Intl
Dec 4
SJU8:45 pmSan Juan Luis Munoz Marin Intl
5h 14m
ORD11:59 pmChicago O'Hare Intl
$215
Find similar
Spirit Airlines
Dec 3
ORD8:41 amChicago O'Hare Intl
4h 36m
SJU3:17 pmSan Juan Luis Munoz Marin Intl
Dec 15
SJU8:45 pmSan Juan Luis Munoz Marin Intl
5h 14m
ORD11:59 pmChicago O'Hare Intl
$217
Find similar
Spirit Airlines
Dec 3
ORD8:41 amChicago O'Hare Intl
4h 36m
SJU3:17 pmSan Juan Luis Munoz Marin Intl
Dec 6
SJU6:00 amSan Juan Luis Munoz Marin Intl
16h 09m
1 stop
ORD8:09 pmChicago O'Hare Intl
$219
Find similar

Frontier flights from Chicago O'Hare Intl Airport to Puerto Rico

Our best Frontier deals on Chicago O'Hare Intl Airport to Puerto Rico flight tickets
Frontier
Jan 10
ORD6:11 pmChicago O'Hare Intl
14h 06m
1 stop
SJU10:17 amSan Juan Luis Munoz Marin Intl
Jan 17
SJU2:29 amSan Juan Luis Munoz Marin Intl
13h 44m
1 stop
ORD2:13 pmChicago O'Hare Intl
$216
Find similar
Frontier
Jan 18
ORD7:51 pmChicago O'Hare Intl
19h 04m
2 stops
SJU4:55 pmSan Juan Luis Munoz Marin Intl
Jan 30
SJU4:11 pmSan Juan Luis Munoz Marin Intl
9h 24m
1 stop
ORD11:35 pmChicago O'Hare Intl
$220
Find similar
Frontier
Nov 13
ORD6:40 amChicago O'Hare Intl
9h 14m
1 stop
SJU5:54 pmSan Juan Luis Munoz Marin Intl
Nov 20
SJU6:05 amSan Juan Luis Munoz Marin Intl
11h 18m
1 stop
ORD3:23 pmChicago O'Hare Intl
$222
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Puerto Rico 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 noviembre 6, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 11/20

10:12 am-8:27 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

dom. 11/23

2:25 am-11:11 am

1 stop10h 46m

$212

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 1/29

7:00 am-3:35 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

jue. 2/5

4:11 pm-11:35 pm

1 stop9h 24m

$213

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mar. 12/2

8:41 am-3:17 pm

Nonstop4h 36m

San Juan Luis Munoz Marin Intl

jue. 1/22

9:00 pm-6:10 pm

1 stop23h 10m

$214

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

lun. 11/24

4:58 pm-10:49 am

1 stop15h 51m

San Juan Luis Munoz Marin Intl

jue. 12/4

8:45 pm-11:59 pm

Nonstop5h 14m

$215

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sáb. 1/10

6:11 pm-10:17 am

1 stop14h 06m

San Juan Luis Munoz Marin Intl

sáb. 1/17

2:29 am-2:13 pm

1 stop13h 44m

$216

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mié. 12/3

8:41 am-3:17 pm

Nonstop4h 36m

San Juan Luis Munoz Marin Intl

lun. 12/15

8:45 pm-11:59 pm

Nonstop5h 14m

$217

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

lun. 1/12

8:55 am-3:40 pm

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

jue. 1/15

4:52 pm-8:20 pm

Nonstop5h 28m

$218

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

dom. 1/18

7:51 pm-4:55 pm

2 stops19h 04m

San Juan Luis Munoz Marin Intl

vie. 1/30

4:11 pm-11:35 pm

1 stop9h 24m

$220

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

dom. 1/18

3:15 pm-9:54 pm

Nonstop4h 39m

San Juan Luis Munoz Marin Intl

jue. 1/22

6:00 am-9:35 am

Nonstop5h 35m

$243

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

mié. 1/7

1:00 pm-11:57 pm

1 stop8h 57m

Aguadilla Borinquen

dom. 1/11

1:09 am-9:40 am

1 stop10h 31m

$455

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Puerto Rico

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 Puerto Rico?

If you don’t want to visit Puerto Rico in January, then you should wait until April to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $348.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $393. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Thursday, with ticket prices averaging around $444.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the evening. Flights from Chicago O'Hare Intl Airport to Puerto Rico during this time can be as low as $314. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $450.

What is the cheapest Chicago O'Hare Intl to Puerto Rico flight route?

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

How far in advance should I book a flight to Puerto Rico?

You are more likely to see cheaper flights to Puerto Rico from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Chicago O'Hare Intl Airport for as low as $323 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Puerto Rico flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Puerto Rico 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 Puerto Rico flight deals and tips

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

Best Price Found

$181

Fastest flight time

4h 24m

Direct flights

Every day

Airports in Puerto Rico

1 airport
The best one-way flight to Puerto Rico from Chicago O'Hare Intl Airport in the past 72 hours is $181. The best round-trip flight deal from Chicago O'Hare Intl Airport to Puerto Rico found on momondo in the last 72 hours is $358.
The fastest flight from Chicago O'Hare Intl Airport to Puerto Rico takes 4h 24m
Direct flights go from Chicago O'Hare Intl Airport to Puerto Rico every day.
There is 1 airport near Puerto Rico: San Juan Luis Munoz Marin Intl (SJU)
Search flight deals

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

    Prices for flights from Chicago O'Hare Intl Airport to Puerto Rico are updated daily.

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

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

    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 Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The travel and health documents you'll need for your trip to Puerto Rico 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 Puerto Rico. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Puerto Rico?

Best airlines flying from Chicago O'Hare Intl Airport to Puerto Rico

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $106Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $139Free CancellationRating
6.3
8,122 reviews
Search Spirit Airlines flights
DeltaPriceFrom $196Free CancellationRating
7.9
8,001 reviews
Search Delta flights
JetBluePriceFrom $271Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights
United AirlinesPriceFrom $276Free CancellationRating
7.4
9,007 reviews
Search United Airlines flights
American AirlinesPriceFrom $358Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
SouthwestPriceFrom $385Free CancellationRating
8.0
4,241 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Puerto Rico?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Puerto Rico from Chicago.

Can I find flights from Chicago to Puerto Rico with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Puerto Rico from Chicago with this policy.

How can momondo help me find flights from Chicago to Puerto Rico?

Once all potential Chicago to Puerto Rico flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chicago to Puerto Rico flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
sáb. 12/6
sáb. 12/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Puerto Rico

Popular cities in Puerto Rico

Popular flights according to clicks in the last 7 days on momondo
Flights to San Juanfrom $96
Flights to Aguadillafrom $176
Flights to Mayagüezfrom $340