Cheap flights from Chicago O'Hare Intl Airport to Puerto Rico from $87
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 6/3. 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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1 adult
Economy
0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport to Puerto Rico 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 Puerto Rico.
Cheap last minute flights
Planning a quick getaway from Chicago O'Hare Intl Airport to Puerto Rico? 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 Puerto Rico, so you can enjoy a seamless trip without layovers.
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![Spirit Airlines]()
May 25![Spirit Airlines]()
May 30
ORD11:30 amChicago O'Hare Intl
4h 46m
SJU5:16 pmSan Juan Luis Munoz Marin Intl
SJU8:12 pmSan Juan Luis Munoz Marin Intl
13h 38m
1 stop
ORD8:50 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
May 26![Spirit Airlines]()
May 29
ORD11:30 amChicago O'Hare Intl
4h 46m
SJU5:16 pmSan Juan Luis Munoz Marin Intl
SJU8:12 pmSan Juan Luis Munoz Marin Intl
13h 38m
1 stop
ORD8:50 amChicago O'Hare Intl
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![Frontier]()
May 12![Frontier]()
May 16
ORD4:15 pmChicago O'Hare Intl
6h 50m
1 stop
SJU12:05 amSan Juan Luis Munoz Marin Intl
SJU4:39 pmSan Juan Luis Munoz Marin Intl
7h 53m
1 stop
ORD11:32 pmChicago O'Hare Intl
Frontier![Frontier]()
Sep 15![Frontier]()
Sep 20
ORD5:10 amChicago O'Hare Intl
8h 05m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
SJU3:21 pmSan Juan Luis Munoz Marin Intl
9h 00m
1 stop
ORD11:21 pmChicago O'Hare Intl
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
Prices
Airlines
Other information
What is the cheapest month to fly to Puerto Rico?
If you don’t want to visit Puerto Rico in August, then you should wait until May to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $328.
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 $365. 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 $421.
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 $298. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $409.
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 5 weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $368 when searching 5 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 $292 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.
What is the cheapest airline that flies from Chicago O'Hare Intl to Puerto Rico?
Spirit Airlines, Frontier, and United Airlines are the most popular carriers operating from Chicago O'Hare Intl to Puerto Rico
What airlines fly to Puerto Rico?
Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Puerto Rico from Chicago O'Hare Intl Airport according to our data. Spirit Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 7 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Puerto Rico on average per day?
7 flights are operational daily from Chicago O'Hare Intl Airport to Puerto Rico as of May 2025. The most popular departure time for this route is 8:00AM, with 67% of flights per day taking off at noon.
How many flights depart from Chicago O'Hare Intl Airport to Puerto Rico on average per week?
As of May 2025, there are 53 flights per week flying from Chicago O'Hare Intl Airport to Puerto Rico. The most common day of the week flights depart is Fri, with 17% of flights taking off on this day.
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
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?
As of May 2025, there are 7 operators available to choose from 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?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Puerto Rico, the leading plane model is Airbus A320neo, making up 28.09% of the total bookings. Other popular models include Boeing 737 MAX 9 with 26.36%, Boeing 737-900 with 16.87%, and Boeing 737-800 with 13.81%.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $124 | Free Cancellation | Rating 5.9 3,288 reviews | |||
| PriceFrom $142 | Free Cancellation | Rating 6.3 7,966 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,940 reviews | |||
| PriceFrom $264 | Free Cancellation | Rating 7.4 8,701 reviews | |||
| PriceFrom $293 | Free Cancellation | Rating 7.3 2,921 reviews | |||
| PriceFrom $335 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $385 | Free Cancellation | Rating 8.0 4,294 reviews |
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.
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