Cheap flights from Illinois to Caribbean Islands from $68
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Caribbean Islands departing on 10/1. 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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Sun 7/7
Sun 7/14
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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 Illinois to Caribbean Islands by changing tabs
Frontier![Frontier]()
Jul 24![Frontier]()
Jul 30
MDW9:31 amChicago Midway
16h 41m
1 stop
SJU3:12 amSan Juan Luis Munoz Marin Intl
SJU8:41 pmSan Juan Luis Munoz Marin Intl
12h 55m
1 stop
MDW8:36 amChicago Midway
Spirit Airlines![Spirit Airlines]()
Jul 6![Spirit Airlines]()
Jul 14
ORD5:11 pmChicago O'Hare Intl
4h 47m
SJU10:58 pmSan Juan Luis Munoz Marin Intl
SJU6:40 amSan Juan Luis Munoz Marin Intl
5h 09m
ORD10:49 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
Sep 10![Multiple Airlines]()
Sep 16
ORD5:05 amChicago O'Hare Intl
13h 03m
1 stop
SJU7:08 pmSan Juan Luis Munoz Marin Intl
SJU1:25 amSan Juan Luis Munoz Marin Intl
10h 08m
1 stop
ORD10:33 amChicago O'Hare Intl
American Airlines![American Airlines]()
Sep 15![American Airlines]()
Sep 19
ORD5:20 amChicago O'Hare Intl
9h 24m
1 stop
PUJ3:44 pmPunta Cana
PUJ2:04 pmPunta Cana
10h 55m
1 stop
ORD11:59 pmChicago O'Hare Intl
Frontier![Frontier]()
Jul 29![Frontier]()
Aug 1
MDW5:14 pmChicago Midway
7h 51m
1 stop
SJU2:05 amSan Juan Luis Munoz Marin Intl
SJU8:41 pmSan Juan Luis Munoz Marin Intl
12h 55m
1 stop
MDW8:36 amChicago Midway
Find the cheapest one-way flights from Illinois to Caribbean Islands
If you're looking for one-way flights from Illinois to Caribbean Islands, view some of our deals below provided by Frontier, Spirit Airlines and United Airlines
Spirit Airlines![Spirit Airlines]()
Oct 1
ORD7:05 amChicago O'Hare Intl
11h 03m
1 stop
SJU7:08 pmSan Juan Luis Munoz Marin Intl
Find the cheapest direct flights from Illinois to Caribbean Islands
Spirit Airlines![Spirit Airlines]()
Jul 6![Spirit Airlines]()
Jul 14
ORD5:11 pmChicago O'Hare Intl
4h 47m
SJU10:58 pmSan Juan Luis Munoz Marin Intl
SJU6:40 amSan Juan Luis Munoz Marin Intl
5h 09m
ORD10:49 amChicago O'Hare Intl
Frontier![Frontier]()
Jul 15![Frontier]()
Jul 18
ORD5:15 amChicago O'Hare Intl
4h 46m
PUJ11:01 amPunta Cana
PUJ1:04 pmPunta Cana
5h 03m
ORD5:07 pmChicago O'Hare Intl
United Airlines![United Airlines]()
Sep 4![United Airlines]()
Sep 14
ORD8:55 amChicago O'Hare Intl
4h 47m
SJU2:42 pmSan Juan Luis Munoz Marin Intl
SJU3:55 pmSan Juan Luis Munoz Marin Intl
5h 03m
ORD7:58 pmChicago O'Hare Intl
American Airlines![American Airlines]()
Aug 20![American Airlines]()
Aug 24
ORD8:38 amChicago O'Hare Intl
4h 35m
PUJ2:13 pmPunta Cana
PUJ5:00 pmPunta Cana
5h 00m
ORD9:00 pmChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Jul 6![Spirit Airlines]()
Jul 14
ORD5:11 pmChicago O'Hare Intl
4h 47m
SJU10:58 pmSan Juan Luis Munoz Marin Intl
SJU6:40 amSan Juan Luis Munoz Marin Intl
5h 09m
ORD10:49 amChicago O'Hare Intl
Search last-minute flights to Caribbean Islands from Illinois
Find and compare round-trip flight prices for your last-minute flight from Illinois to Caribbean Islands
Spirit Airlines![Spirit Airlines]()
Jul 16![Spirit Airlines]()
Aug 6
ORD9:15 pmChicago O'Hare Intl
14h 16m
1 stop
SJU12:31 pmSan Juan Luis Munoz Marin Intl
SJU9:15 pmSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
ORD9:14 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
Jul 6![Multiple Airlines]()
Jul 26
ORD5:11 pmChicago O'Hare Intl
4h 47m
SJU10:58 pmSan Juan Luis Munoz Marin Intl
SJU5:57 pmSan Juan Luis Munoz Marin Intl
8h 02m
1 stop
ORD12:59 amChicago O'Hare Intl
Frontier![Frontier]()
Jul 9![Frontier]()
Jul 13
MDW7:37 pmChicago Midway
6h 35m
1 stop
SJU3:12 amSan Juan Luis Munoz Marin Intl
SJU10:15 pmSan Juan Luis Munoz Marin Intl
12h 30m
1 stop
MDW9:45 amChicago Midway
Spirit Airlines![Spirit Airlines]()
Jul 16![Spirit Airlines]()
Aug 6
ORD11:48 amChicago O'Hare Intl
4h 47m
SJU5:35 pmSan Juan Luis Munoz Marin Intl
SJU9:15 pmSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
ORD9:14 amChicago O'Hare Intl
Delta![Delta]()
Jul 8![Delta]()
Jul 10
ORD7:59 pmChicago O'Hare Intl
14h 56m
1 stop
NAS11:55 amNassau Intl
NAS3:58 pmNassau Intl
7h 48m
1 stop
ORD10:46 pmChicago O'Hare Intl
Spirit Airlines flights from Illinois to Caribbean Islands
Our best Spirit Airlines deals on Illinois to Caribbean Islands flight tickets
Spirit Airlines![Spirit Airlines]()
Jul 16![Spirit Airlines]()
Aug 6
ORD9:15 pmChicago O'Hare Intl
14h 16m
1 stop
SJU12:31 pmSan Juan Luis Munoz Marin Intl
SJU9:15 pmSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
ORD9:14 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Jul 16![Spirit Airlines]()
Aug 6
ORD11:48 amChicago O'Hare Intl
4h 47m
SJU5:35 pmSan Juan Luis Munoz Marin Intl
SJU9:15 pmSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
ORD9:14 amChicago O'Hare Intl
Frontier flights from Illinois to Caribbean Islands
Our best Frontier deals on Illinois to Caribbean Islands flight tickets
Frontier![Frontier]()
Jul 24![Frontier]()
Jul 30
MDW9:31 amChicago Midway
16h 41m
1 stop
SJU3:12 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 29![Frontier]()
Aug 1
MDW5:14 pmChicago Midway
7h 51m
1 stop
SJU2:05 amSan Juan Luis Munoz Marin Intl
SJU8:41 pmSan Juan Luis Munoz Marin Intl
12h 55m
1 stop
MDW8:36 amChicago Midway
How to get the cheapest flight ticket from Illinois to Caribbean Islands
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 Islands from Illinois?
Frontier. Aeromexico, Copa Airlines, and Frontier are the most popular carriers operating from Illinois to Caribbean Islands
What is the cheapest Illinois to Caribbean Islands 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 Illinois - Caribbean Islands flight prices
Can stopping save me money on Illinois to Caribbean Islands flights?
You could potentially save up to 11% on your flight if you consider stops on a Illinois to Caribbean Islands flight.
Cheap Illinois to Caribbean Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Illinois to Caribbean Islands
Best Price Found | $68 |
|---|---|
Fastest flight time | 3h 23m |
Direct flights | Every day |
Airports in Caribbean Islands | 5 airports |
When did momondo last update prices for flights from Illinois to Caribbean Islands?
Prices for flights from Illinois to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Illinois to Caribbean Islands?
The number of operators available for flights from Illinois to Caribbean Islands is 12 as of July 2024.
How old do you have to be to fly from Illinois to Caribbean Islands?
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 Illinois to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
Best airlines flying from Illinois to Caribbean Islands
Compare and see reviews for airlines that fly from Illinois to Caribbean Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $90 | Free Cancellation | Rating 6.2 3,903 reviews | |||
| PriceFrom $133 | Free Cancellation | Rating 6.4 8,476 reviews | |||
| PriceFrom $134 | Free Cancellation | Rating 8.0 9,947 reviews | |||
| PriceFrom $136 | Free Cancellation | Rating 7.6 4,131 reviews | |||
| PriceFrom $169 | Free Cancellation | Rating 7.4 10,000 reviews | |||
| PriceFrom $262 | Free Cancellation | Rating 7.5 2,309 reviews | |||
| PriceFrom $283 | Free Cancellation | Rating 7.0 7,225 reviews | |||
| PriceFrom $288 | Free Cancellation | Rating 8.0 9,353 reviews | |||
| PriceFrom $296 | Free Cancellation | Rating 7.3 10,000 reviews | |||
| PriceFrom $400 | Free Cancellation | Rating 6.9 7,414 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Illinois to Caribbean Islands?
Finding the right flight to Caribbean Islands from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.
Can I find flights from Illinois to Caribbean Islands with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Illinois to Caribbean Islands flights to just show those with flexible booking policies.
How can momondo help me find flights from Illinois to Caribbean Islands?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Illinois.
I’m not ready to book a flight from Illinois to Caribbean Islands right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Illinois to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.
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