Cheap flights from Chicago to Puerto Rico from $82
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 7/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Round-trip
1 adult
Economy
0 bags
From?
To?
Wed 6/19
Wed 6/26
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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]()
Sep 10![Spirit Airlines]()
Sep 11
ORD7:00 amChicago O'Hare Intl
6h 45m
1 stop
SJU2:45 pmSan Juan Luis Munoz Marin Intl
SJU7:39 pmSan Juan Luis Munoz Marin Intl
15h 16m
1 stop
ORD9:55 amChicago O'Hare Intl
Frontier![Frontier]()
Jul 16![Frontier]()
Jul 23
MDW7:37 pmChicago Midway
11h 36m
1 stop
SJU8:13 amSan Juan Luis Munoz Marin Intl
SJU8:41 pmSan Juan Luis Munoz Marin Intl
12h 55m
1 stop
MDW8:36 amChicago Midway
Multiple Airlines![Multiple Airlines]()
Jul 9![Multiple Airlines]()
Jul 13
ORD8:50 amChicago O'Hare Intl
9h 10m
1 stop
SJU7:00 pmSan Juan Luis Munoz Marin Intl
SJU12:18 pmSan Juan Luis Munoz Marin Intl
8h 41m
1 stop
ORD7:59 pmChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Sep 10![Spirit Airlines]()
Sep 11
ORD7:00 amChicago O'Hare Intl
6h 45m
1 stop
SJU2:45 pmSan Juan Luis Munoz Marin Intl
SJU8:59 pmSan Juan Luis Munoz Marin Intl
4h 59m
ORD12:58 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Sep 11![Spirit Airlines]()
Sep 18
ORD7:00 amChicago O'Hare Intl
6h 45m
1 stop
SJU2:45 pmSan Juan Luis Munoz Marin Intl
SJU7:39 pmSan Juan Luis Munoz Marin Intl
15h 16m
1 stop
ORD9:55 amChicago 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 Frontier, Spirit Airlines and United Airlines
Spirit Airlines![Spirit Airlines]()
Sep 6
ORD8:30 amChicago O'Hare Intl
9h 24m
1 stop
SJU6:54 pmSan Juan Luis Munoz Marin Intl
Find the cheapest direct flights from Chicago to Puerto Rico
Spirit Airlines![Spirit Airlines]()
Sep 10![Spirit Airlines]()
Sep 11
ORD2:10 pmChicago O'Hare Intl
4h 47m
SJU7:57 pmSan Juan Luis Munoz Marin Intl
SJU8:59 pmSan Juan Luis Munoz Marin Intl
4h 59m
ORD12:58 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Sep 10![Spirit Airlines]()
Sep 11
ORD2:10 pmChicago O'Hare Intl
4h 47m
SJU7:57 pmSan Juan Luis Munoz Marin Intl
SJU8:59 pmSan Juan Luis Munoz Marin Intl
4h 59m
ORD12:58 amChicago O'Hare Intl
American Airlines![American Airlines]()
Dec 10![American Airlines]()
Dec 16
ORD8:20 amChicago O'Hare Intl
4h 32m
SJU2:52 pmSan Juan Luis Munoz Marin Intl
SJU4:15 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD7:40 pmChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Sep 10![Spirit Airlines]()
Sep 11
ORD2:10 pmChicago O'Hare Intl
4h 47m
SJU7:57 pmSan Juan Luis Munoz Marin Intl
SJU8:59 pmSan Juan Luis Munoz Marin Intl
4h 59m
ORD12:58 amChicago O'Hare Intl
United Airlines![United Airlines]()
Nov 11![United Airlines]()
Nov 22
ORD2:20 pmChicago O'Hare Intl
4h 35m
SJU8:55 pmSan Juan Luis Munoz Marin Intl
SJU4:52 pmSan Juan Luis Munoz Marin Intl
5h 19m
ORD8:11 pmChicago O'Hare 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
Spirit Airlines![Spirit Airlines]()
Jun 22![Spirit Airlines]()
Jun 30
ORD5:11 pmChicago O'Hare Intl
4h 47m
SJU10:58 pmSan Juan Luis Munoz Marin Intl
SJU9:15 pmSan Juan Luis Munoz Marin Intl
12h 49m
1 stop
ORD9:04 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
Jun 24![Multiple Airlines]()
Jul 11
ORD8:00 amChicago O'Hare Intl
6h 21m
1 stop
SJU3:21 pmSan Juan Luis Munoz Marin Intl
SJU9:15 pmSan Juan Luis Munoz Marin Intl
12h 48m
1 stop
ORD9:03 amChicago O'Hare Intl
Frontier![Frontier]()
Jun 27![Frontier]()
Jul 10
MDW8:51 pmChicago Midway
10h 31m
1 stop
SJU8:22 amSan Juan Luis Munoz Marin Intl
SJU8:41 pmSan Juan Luis Munoz Marin Intl
26h 05m
1 stop
MDW9:46 pmChicago Midway
Spirit Airlines![Spirit Airlines]()
Jun 22![Spirit Airlines]()
Jun 29
ORD5:11 pmChicago O'Hare Intl
4h 47m
SJU10:58 pmSan Juan Luis Munoz Marin Intl
SJU12:41 pmSan Juan Luis Munoz Marin Intl
9h 10m
1 stop
ORD8:51 pmChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
Jun 24![Multiple Airlines]()
Jul 2
ORD8:00 amChicago O'Hare Intl
6h 21m
1 stop
SJU3:21 pmSan Juan Luis Munoz Marin Intl
SJU12:41 pmSan Juan Luis Munoz Marin Intl
9h 29m
1 stop
ORD9:10 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]()
Sep 10![Spirit Airlines]()
Sep 11
ORD7:00 amChicago O'Hare Intl
6h 45m
1 stop
SJU2:45 pmSan Juan Luis Munoz Marin Intl
SJU7:39 pmSan Juan Luis Munoz Marin Intl
15h 16m
1 stop
ORD9:55 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Sep 10![Spirit Airlines]()
Sep 11
ORD7:00 amChicago O'Hare Intl
6h 45m
1 stop
SJU2:45 pmSan Juan Luis Munoz Marin Intl
SJU8:59 pmSan Juan Luis Munoz Marin Intl
4h 59m
ORD12:58 amChicago O'Hare Intl
Frontier flights from Chicago to Puerto Rico
Our best Frontier deals on Chicago to Puerto Rico flight tickets
Frontier![Frontier]()
Jul 16![Frontier]()
Jul 23
MDW7:37 pmChicago Midway
11h 36m
1 stop
SJU8:13 amSan Juan Luis Munoz Marin Intl
SJU8:41 pmSan Juan Luis Munoz Marin Intl
12h 55m
1 stop
MDW8:36 amChicago Midway
Frontier![Frontier]()
Jul 9![Frontier]()
Jul 16
MDW7:37 pmChicago Midway
6h 35m
1 stop
SJU3:12 amSan Juan Luis Munoz Marin Intl
SJU11:15 amSan Juan Luis Munoz Marin Intl
8h 18m
1 stop
MDW6:33 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
Can stopping save me money on Chicago to Puerto Rico flights?
You could potentially save up to 10% 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 | $82 |
|---|---|
Fastest flight time | 4h 45m |
Direct flights | Tue, Wed, Thu, Fri, Sat and Sun |
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 June 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 3,948 reviews | |||
| PriceFrom $130 | Free Cancellation | Rating 6.4 8,533 reviews | |||
| PriceFrom $134 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $153 | Free Cancellation | Rating 7.4 10,000 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 7.6 4,256 reviews | |||
| PriceFrom $301 | Free Cancellation | Rating 8.0 9,282 reviews | |||
| PriceFrom $315 | Free Cancellation | Rating 7.3 10,000 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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