Cheap flights from Chicago O'Hare Intl Airport to Caribbean 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 Caribbean departing on 5/8. 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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Fri 5/3
Fri 5/10
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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 O'Hare Intl Airport to Caribbean by changing tabs
Spirit Airlines![Spirit Airlines]()
May 28![Spirit Airlines]()
Jun 4
ORD6:40 pmChicago O'Hare Intl
13h 54m
1 stop
STT9:34 amSaint Thomas Island Cyril E King
STT5:25 pmSaint Thomas Island Cyril E King
17h 36m
1 stop
ORD10:01 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 11![Multiple Airlines]()
May 17
ORD8:25 amChicago O'Hare Intl
16h 25m
1 stop
SJU1:50 amSan Juan Luis Munoz Marin Intl
SJU6:10 amSan Juan Luis Munoz Marin Intl
5h 10m
ORD10:20 amChicago O'Hare Intl
Frontier![Frontier]()
May 17![Frontier]()
May 22
ORD5:56 pmChicago O'Hare Intl
13h 55m
1 stop
PUJ8:51 amPunta Cana
PUJ4:52 pmPunta Cana
9h 16m
1 stop
ORD1:08 amChicago O'Hare Intl
American Airlines![American Airlines]()
May 8![American Airlines]()
May 13
ORD9:55 amChicago O'Hare Intl
9h 20m
1 stop
SJU8:15 pmSan Juan Luis Munoz Marin Intl
SJU12:45 amSan Juan Luis Munoz Marin Intl
9h 40m
1 stop
ORD9:25 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
May 6![Spirit Airlines]()
May 11
ORD10:00 pmChicago O'Hare Intl
25h 07m
3 stops
SJU12:07 amSan Juan Luis Munoz Marin Intl
SJU12:32 pmSan Juan Luis Munoz Marin Intl
13h 00m
2 stops
ORD12:32 amChicago O'Hare Intl
Find the cheapest one-way flights from Chicago O'Hare Intl Airport to Caribbean
If you're looking for one-way flights from Chicago O'Hare Intl Airport to Caribbean, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Search last-minute flights to Caribbean from Chicago O'Hare Intl Airport
Find and compare round-trip flight prices for your last-minute flight from Chicago O'Hare Intl Airport to Caribbean
Spirit Airlines![Spirit Airlines]()
May 7![Spirit Airlines]()
May 13
ORD7:27 amChicago O'Hare Intl
10h 35m
1 stop
SJU7:02 pmSan Juan Luis Munoz Marin Intl
SJU3:30 amSan Juan Luis Munoz Marin Intl
20h 59m
2 stops
ORD11:29 pmChicago O'Hare Intl
Frontier![Frontier]()
May 6![Frontier]()
May 10
ORD5:47 amChicago O'Hare Intl
4h 41m
PUJ11:28 amPunta Cana
PUJ1:03 pmPunta Cana
5h 28m
ORD5:31 pmChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 7![Multiple Airlines]()
May 11
ORD6:27 pmChicago O'Hare Intl
20h 57m
2 stops
PUJ4:24 pmPunta Cana
PUJ3:57 pmPunta Cana
8h 32m
1 stop
ORD11:29 pmChicago O'Hare Intl
American Airlines![American Airlines]()
May 7![American Airlines]()
May 13
ORD9:55 amChicago O'Hare Intl
6h 10m
1 stop
SJU5:05 pmSan Juan Luis Munoz Marin Intl
SJU12:45 amSan Juan Luis Munoz Marin Intl
9h 40m
1 stop
ORD9:25 amChicago O'Hare Intl
United Airlines![United Airlines]()
May 4![United Airlines]()
May 9
ORD8:45 amChicago O'Hare Intl
10h 53m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
SJU1:05 amSan Juan Luis Munoz Marin Intl
9h 30m
1 stop
ORD9:35 amChicago O'Hare Intl
Best airlines flying from Chicago O'Hare Intl Airport to Caribbean
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Caribbean with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $96 | Free Cancellation | Rating 6.3 4,129 reviews | |||
| PriceFrom $133 | Free Cancellation | Rating 6.4 8,739 reviews | |||
| PriceFrom $140 | Free Cancellation | Rating 8.0 10,932 reviews | |||
| PriceFrom $153 | Free Cancellation | Rating 7.4 11,221 reviews | |||
| PriceFrom $171 | Free Cancellation | Rating 7.6 4,582 reviews | |||
| PriceFrom $262 | Free Cancellation | Rating 7.6 2,626 reviews | |||
| PriceFrom $283 | Free Cancellation | Rating 7.0 6,875 reviews | |||
| PriceFrom $288 | Free Cancellation | Rating 8.1 9,110 reviews | |||
| PriceFrom $291 | Free Cancellation | Rating 7.3 14,844 reviews | |||
| PriceFrom $407 | Free Cancellation | Rating 7.0 7,738 reviews |
American Airlines flights from Chicago O'Hare Intl Airport to Caribbean
Our best American Airlines deals on Chicago O'Hare Intl Airport to Caribbean flight tickets
American Airlines![American Airlines]()
May 7![American Airlines]()
May 13
ORD9:55 amChicago O'Hare Intl
6h 10m
1 stop
SJU5:05 pmSan Juan Luis Munoz Marin Intl
SJU12:45 amSan Juan Luis Munoz Marin Intl
9h 40m
1 stop
ORD9:25 amChicago O'Hare Intl
American Airlines![American Airlines]()
May 8![American Airlines]()
May 13
ORD9:55 amChicago O'Hare Intl
9h 20m
1 stop
SJU8:15 pmSan Juan Luis Munoz Marin Intl
SJU12:45 amSan Juan Luis Munoz Marin Intl
9h 40m
1 stop
ORD9:25 amChicago O'Hare Intl
Spirit Airlines flights from Chicago O'Hare Intl Airport to Caribbean
Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Caribbean flight tickets
Spirit Airlines![Spirit Airlines]()
May 28![Spirit Airlines]()
Jun 4
ORD6:40 pmChicago O'Hare Intl
13h 54m
1 stop
STT9:34 amSaint Thomas Island Cyril E King
STT5:25 pmSaint Thomas Island Cyril E King
17h 36m
1 stop
ORD10:01 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
May 7![Spirit Airlines]()
May 13
ORD7:27 amChicago O'Hare Intl
10h 35m
1 stop
SJU7:02 pmSan Juan Luis Munoz Marin Intl
SJU3:30 amSan Juan Luis Munoz Marin Intl
20h 59m
2 stops
ORD11:29 pmChicago O'Hare Intl
How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Caribbean
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 Caribbean from Chicago O'Hare Intl Airport?
Frontier. Aeromexico, Delta, and Frontier are the most popular carriers operating from Chicago O'Hare Intl Airport to Caribbean
Can stopping save me money on Chicago O'Hare Intl Airport to Caribbean flights?
You could potentially save up to 35% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Caribbean flight.
Cheap Chicago O'Hare Intl Airport to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Caribbean
Best Price Found | $87 |
|---|---|
Fastest flight time | 3h 23m |
Direct flights | Every day |
Airports in Caribbean | 7 airports |
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Caribbean?
Prices for flights from Chicago O'Hare Intl Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Caribbean?
As of April 2024, there are 13 operators available to choose from for flights from Chicago O'Hare Intl Airport to Caribbean.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean 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 Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Caribbean?
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 Caribbean for you.
Can I find flights from Chicago to Caribbean with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Caribbean from Chicago with this policy.
How can momondo help me find flights from Chicago to Caribbean?
Once all potential Chicago to Caribbean 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 Caribbean right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Chicago and alert you when they change.
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