Cheap flights from Chicago to Puerto Rico from $46
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 Puerto Rico departing on 6/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Round-trip
1 adult
Economy
0 bags
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Thu 5/23
Thu 5/30
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Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Puerto Rico by changing tabs
Spirit Airlines![Spirit Airlines]()
May 29![Spirit Airlines]()
Jun 4
ORD11:10 amChicago O'Hare Intl
4h 53m
SJU5:03 pmSan Juan Luis Munoz Marin Intl
SJU9:07 pmSan Juan Luis Munoz Marin Intl
13h 54m
1 stop
ORD10:01 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 30![Multiple Airlines]()
Jun 4
ORD1:30 pmChicago O'Hare Intl
10h 46m
1 stop
SJU1:16 amSan Juan Luis Munoz Marin Intl
SJU9:07 pmSan Juan Luis Munoz Marin Intl
13h 54m
1 stop
ORD10:01 amChicago O'Hare Intl
Frontier![Frontier]()
Jun 1![Frontier]()
Jun 5
MDW2:35 pmChicago Midway
8h 24m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
SJU9:36 pmSan Juan Luis Munoz Marin Intl
9h 24m
1 stop
MDW6:00 amChicago Midway
Spirit Airlines![Spirit Airlines]()
May 29![Spirit Airlines]()
Jun 4
ORD11:10 amChicago O'Hare Intl
4h 53m
SJU5:03 pmSan Juan Luis Munoz Marin Intl
SJU6:10 amSan Juan Luis Munoz Marin Intl
5h 10m
ORD10:20 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Aug 20![Spirit Airlines]()
Aug 27
ORD5:00 amChicago O'Hare Intl
13h 11m
1 stop
SJU7:11 pmSan Juan Luis Munoz Marin Intl
SJU12:28 pmSan Juan Luis Munoz Marin Intl
10h 28m
1 stop
ORD9:56 pmChicago O'Hare Intl
Find the cheapest one-way flights from Chicago to Puerto Rico
If you're looking for one-way flights from Chicago to Puerto Rico, view some of our deals below provided by American Airlines and Spirit Airlines
Spirit Airlines![Spirit Airlines]()
Jun 4
ORD6:40 pmChicago O'Hare Intl
16h 01m
1 stop
SJU11:41 amSan Juan Luis Munoz Marin Intl
Multiple Airlines![Multiple Airlines]()
May 28
ORD9:15 pmChicago O'Hare Intl
27h 10m
1 stop
SJU1:25 amSan Juan Luis Munoz Marin Intl
Search last-minute flights to Puerto Rico from Chicago
Find and compare round-trip flight prices for your last-minute flight from Chicago to Puerto Rico
Frontier![Frontier]()
Jun 1![Frontier]()
Jun 5
MDW2:35 pmChicago Midway
8h 24m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
SJU9:36 pmSan Juan Luis Munoz Marin Intl
9h 24m
1 stop
MDW6:00 amChicago Midway
Spirit Airlines![Spirit Airlines]()
May 25![Spirit Airlines]()
May 29
ORD6:40 pmChicago O'Hare Intl
15h 52m
1 stop
SJU11:32 amSan Juan Luis Munoz Marin Intl
SJU12:32 pmSan Juan Luis Munoz Marin Intl
29h 32m
1 stop
ORD5:04 pmChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 25![Multiple Airlines]()
May 30
ORD6:40 pmChicago O'Hare Intl
15h 52m
1 stop
SJU11:32 amSan Juan Luis Munoz Marin Intl
SJU9:28 amSan Juan Luis Munoz Marin Intl
16h 40m
1 stop
ORD1:08 amChicago O'Hare Intl
Frontier![Frontier]()
Jun 1![Frontier]()
Jun 4
MDW2:35 pmChicago Midway
8h 24m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
SJU7:03 pmSan Juan Luis Munoz Marin Intl
13h 28m
1 stop
MDW7:31 amChicago Midway
Spirit Airlines![Spirit Airlines]()
May 25![Spirit Airlines]()
Jun 5
ORD6:40 pmChicago O'Hare Intl
15h 52m
1 stop
SJU11:32 amSan Juan Luis Munoz Marin Intl
SJU9:06 pmSan Juan Luis Munoz Marin Intl
24h 41m
2 stops
ORD8:47 pmChicago O'Hare Intl
Spirit Airlines flights from Chicago to Puerto Rico
Our best Spirit Airlines deals on Chicago to Puerto Rico flight tickets
Spirit Airlines![Spirit Airlines]()
May 29![Spirit Airlines]()
Jun 4
ORD11:10 amChicago O'Hare Intl
4h 53m
SJU5:03 pmSan Juan Luis Munoz Marin Intl
SJU9:07 pmSan Juan Luis Munoz Marin Intl
13h 54m
1 stop
ORD10:01 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
May 29![Spirit Airlines]()
Jun 4
ORD11:10 amChicago O'Hare Intl
4h 53m
SJU5:03 pmSan Juan Luis Munoz Marin Intl
SJU6:10 amSan Juan Luis Munoz Marin Intl
5h 10m
ORD10:20 amChicago O'Hare Intl
Frontier flights from Chicago to Puerto Rico
Our best Frontier deals on Chicago to Puerto Rico flight tickets
Frontier![Frontier]()
Jun 1![Frontier]()
Jun 5
MDW2:35 pmChicago Midway
8h 24m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
SJU9:36 pmSan Juan Luis Munoz Marin Intl
9h 24m
1 stop
MDW6:00 amChicago Midway
Frontier![Frontier]()
Jun 1![Frontier]()
Jun 7
MDW2:35 pmChicago Midway
8h 24m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
SJU11:00 amSan Juan Luis Munoz Marin Intl
12h 58m
1 stop
MDW10:58 pmChicago Midway
How to get the cheapest flight ticket from Chicago 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 airline that flies to Puerto Rico from Chicago?
Frontier. Alaska Airlines, American Airlines, and Frontier are the most popular carriers operating from Chicago to Puerto Rico
What is the cheapest Chicago to Puerto Rico flight route?
Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl. Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Chicago - Puerto Rico flight prices
What cabin class options are available on Chicago to Puerto Rico flights?
There are 2 cabin classes available to choose from on Chicago to Puerto Rico 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 Puerto Rico flights?
You could potentially save up to 8% on your flight if you consider stops on a Chicago to Puerto Rico flight.
Cheap Chicago to Puerto Rico flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Puerto Rico
Best Price Found | $46 |
|---|---|
Fastest flight time | 4h 40m |
Direct flights | Every day |
Airports in Puerto Rico | 2 airports |
When did momondo last update prices for flights from Chicago to Puerto Rico?
Prices for flights from Chicago to Puerto Rico refresh daily.
How many operators does momondo search for flights from Chicago to Puerto Rico?
As of May 2024, there are 7 operators available to choose from for flights from Chicago to Puerto Rico.
How old do you have to be to fly from Chicago 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 to Puerto Rico.
What documentation or ID do you need to fly to Puerto Rico?
The travel and health documents required for your trip to Puerto Rico 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 Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Best airlines flying from Chicago to Puerto Rico
Compare and see reviews for airlines that fly from Chicago to Puerto Rico with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $90 | Free Cancellation | Rating 6.2 4,056 reviews | |||
| PriceFrom $132 | Free Cancellation | Rating 6.4 8,657 reviews | |||
| PriceFrom $137 | Free Cancellation | Rating 8.0 10,647 reviews | |||
| PriceFrom $153 | Free Cancellation | Rating 7.4 10,900 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 7.6 4,453 reviews | |||
| PriceFrom $301 | Free Cancellation | Rating 8.0 9,164 reviews | |||
| PriceFrom $302 | Free Cancellation | Rating 7.3 14,489 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Puerto Rico?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Puerto Rico for you.
Can I find flights from Chicago to Puerto Rico with flexible booking policies on momondo?
momondo does allow users to show only those flights to Puerto Rico from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Puerto Rico?
momondo helps you find the best flight between Chicago and Puerto Rico by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Puerto Rico right now. Can momondo alert me if prices change?
Price alerts on flights to Puerto Rico 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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