Cheap flights from O'Hare Intl (ORD) to Caribbean Islands from $62
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
How far in advance should I book a flight from Chicago O'Hare Intl Airport to Caribbean Islands?
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 57 days in advance, which can save you up to 20% on flights from Chicago O'Hare Intl Airport to Caribbean Islands compared to booking the week you need them. Waiting 57 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $258. For sooner than that we have options available in the next 3 days from $280.
What is the cheapest month to fly from Chicago O'Hare Intl Airport to Caribbean Islands?
October can be a great time to fly to Caribbean Islands from Chicago O'Hare Intl Airport with a flight ticket averaging about $318. Cheapflights users have found deals in the month of October for as cheap as $90. The most expensive prices can be found in the month of March.
When is the cheapest time to fly from Chicago O'Hare Intl Airport to Caribbean Islands (ORD - EPX)?
When flying from Chicago O'Hare Intl Airport to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Cheap American Airlines flights from O'Hare Intl to Caribbean Islands
Explore cheap flight options specifically provided by American Airlines for the route between O'Hare Intl and Caribbean Islands. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Peruse some of the lowest-priced American Airlines flights we've found from Chicago to Caribbean Islands. Come back soon if you're not finding the exact deal you're looking for.
Cheap Spirit Airlines flights from O'Hare Intl to Caribbean Islands
Explore cheap flight options specifically provided by Spirit Airlines for the route between O'Hare Intl and Caribbean Islands. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Some of the best deals we've found on Spirit Airlines flights traveling from Chicago to Caribbean Islands. Check back soon if you're not seeing flights that suit your needs.
Cheap O'Hare Intl to Caribbean Islands flights in May & June 2024
Find cheap flight options from O'Hare Intl to Caribbean Islands specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Prices were last updated on May 6, 2024.
Check out some of the best flight deals from Chicago to Caribbean Islands in 2024. Check back regularly for other flight deals.
O'Hare Intl to Caribbean Islands 2024 flight deals
Discover exclusive flight deals for travel between O'Hare Intl and Caribbean Islands in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Check out some of the best flight deals from Chicago to Caribbean Islands in 2024. Check back regularly for other flight deals.
Non-stop flights to Caribbean Islands from O'Hare Intl
Discover non-stop flight options from O'Hare Intl to Caribbean Islands. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
If you're seeking options on non-stop flights from Chicago to Caribbean Islands, check out these fares. Users seeking other options on flights from Chicago to Caribbean Islands should update the search form at the top of the page.
O'Hare Intl to Caribbean Islands flights leaving soon
Find last-minute flight options from O'Hare Intl to Caribbean Islands for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Have a look at some of the flights available from Chicago to Caribbean Islands departing last-minute. Users should examine the flight details to ensure there are no surprises.
One-way flights to Caribbean Islands from O'Hare Intl
Search for one-way flight options from O'Hare Intl to Caribbean Islands. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Caribbean Islands. Those needing a return flight from Chicago to Caribbean Islands can use the search form above.
Find flights from O'Hare Intl to Caribbean Islands within your budget
Customize your flight search to find flights from O'Hare Intl to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Fly from
Fly to
Budget
$174 - $424
Route
Depart
Return
Price
Chicago O'Hare IntlSaint Thomas Island Cyril E King
ORD - STT
ORDSTT
Chicago O'Hare Intl
Tue 5/28
1 stop13h 54m
Saint Thomas Island Cyril E King
Tue 6/4
1 stop8h 14m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 6/1
1 stop16h 51m
San Juan Luis Munoz Marin Intl
Sat 6/8
1 stop8h 21m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 5/30
Nonstop4h 53m
San Juan Luis Munoz Marin Intl
Wed 6/5
Nonstop5h 09m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 5/20
1 stop7h 02m
San Juan Luis Munoz Marin Intl
Fri 5/24
Nonstop5h 10m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 5/18
1 stop20h 11m
Simpson Bay Princess Juliana
Sat 5/25
1 stop9h 44m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 5/9
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Fri 5/10
1 stop12h 47m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 9/25
1 stop10h 03m
Punta Cana
Sun 9/29
1 stop18h 58m
Chicago O'Hare IntlNassau Intl
ORD - NAS
ORDNAS
Chicago O'Hare Intl
Sun 7/14
1 stop15h 08m
Nassau Intl
Thu 7/18
1 stop11h 38m
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Fri 11/1
1 stop8h 04m
Santo Domingo Las Americas
Wed 11/6
1 stop8h 48m
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated May 6, 2024.
Read reviews from past customers who have flown American Airlines, Spirit Airlines and Frontier from Chicago to Caribbean Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Comfort
Boarding
Crew
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for O'Hare Intl to Caribbean IslandsSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from O'Hare Intl to Caribbean Islands
Discover the top 10 airlines that operate flights from O'Hare Intl to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Search flights from O'Hare Intl to Caribbean Islands by cabin class
Find flights from O'Hare Intl to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from O'Hare Intl to Caribbean Islands
Find hourly flight availability from O'Hare Intl to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 6, 2024.
| 9%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 91%of flight departures | Morning6 am to noon |
| 0%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
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Can Cheapflights find flights from O'Hare Intl to Caribbean Islands with no change fees?
Need flexible booking options for your flight to Caribbean Islands from O'Hare Intl? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
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