Cheap flights from O'Hare Intl (ORD) to Caribbean from $68

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 6/21. 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.
ORD — SJU
Jun 15 — Jun 221

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Caribbean?

To save up to 25% on this flight, we recommend booking at least 57 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago O'Hare Intl Airport to Caribbean from $258 1-2 weeks out and tickets from $283 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Caribbean?

Our data shows that October tends to be the cheapest month to fly to Caribbean from Chicago O'Hare Intl Airport. Users have commonly found prices around $319 for the month, but tickets can be as low as $90. Due to multiple factors, prepare for potentially higher prices in March.

What is the cheapest time of day to fly from ORD to CB?

When flying from Chicago O'Hare Intl Airport to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap O'Hare Intl to Caribbean flights in June & July 2024

Find cheap flight options from O'Hare Intl to Caribbean specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Prices were last updated on June 10, 2024.
Mon 7/88:00 amORD - SJU
1 stop6h 23mMultiple Airlines
Wed 7/176:40 amSJU - ORD
Nonstop5h 09mMultiple Airlines
Deal found 6/9$199
Tue 7/1611:48 amORD - SJU
Nonstop4h 47mSpirit Airlines
Tue 7/2312:44 pmSJU - ORD
1 stop10h 14mSpirit Airlines
Deal found 6/9$200
Sun 6/305:05 amORD - SJU
1 stop29h 25mSpirit Airlines
Wed 7/39:06 pmSJU - ORD
1 stop28h 49mSpirit Airlines
Deal found 6/9$202
Sun 6/238:30 amORD - SJU
1 stop9h 19mMultiple Airlines
Tue 7/1612:44 pmSJU - ORD
1 stop10h 14mMultiple Airlines
Deal found 6/9$203
Wed 6/127:33 amORD - SJU
1 stop12h 15mSpirit Airlines
Sat 6/2212:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Deal found 6/9$204
Wed 7/107:50 pmORD - SJU
1 stop23h 35mSpirit Airlines
Wed 7/176:40 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 6/9$205
Tue 7/27:36 amORD - SJU
1 stop10h 29mMultiple Airlines
Mon 7/153:08 amSJU - ORD
1 stop22h 21mMultiple Airlines
Deal found 6/10$206
Thu 6/2710:27 amORD - SJU
1 stop7h 38mSpirit Airlines
Tue 7/22:59 pmSJU - ORD
1 stop18h 22mSpirit Airlines
Deal found 6/9$207
Sat 7/135:00 amORD - SJU
1 stop15h 12mMultiple Airlines
Mon 7/153:08 amSJU - ORD
1 stop22h 21mMultiple Airlines
Deal found 6/9$208

O'Hare Intl to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between O'Hare Intl and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Mon 7/88:00 amORD - SJU
1 stop6h 23mMultiple Airlines
Wed 7/176:40 amSJU - ORD
Nonstop5h 09mMultiple Airlines
Deal found 6/9$199
Tue 7/1611:48 amORD - SJU
Nonstop4h 47mSpirit Airlines
Tue 7/2312:44 pmSJU - ORD
1 stop10h 14mSpirit Airlines
Deal found 6/9$200
Thu 9/57:00 amORD - SJU
1 stop6h 45mSpirit Airlines
Mon 9/98:59 pmSJU - ORD
Nonstop4h 59mSpirit Airlines
Deal found 6/9$202
Sun 6/238:30 amORD - SJU
1 stop9h 19mMultiple Airlines
Tue 7/1612:44 pmSJU - ORD
1 stop10h 14mMultiple Airlines
Deal found 6/9$203
Wed 6/127:33 amORD - SJU
1 stop12h 15mSpirit Airlines
Sat 6/2212:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Deal found 6/9$204
Wed 7/107:50 pmORD - SJU
1 stop23h 35mSpirit Airlines
Wed 7/176:40 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 6/9$205
Tue 7/27:36 amORD - SJU
1 stop10h 29mMultiple Airlines
Mon 7/153:08 amSJU - ORD
1 stop22h 21mMultiple Airlines
Deal found 6/10$206
Thu 6/2710:27 amORD - SJU
1 stop7h 38mSpirit Airlines
Tue 7/22:59 pmSJU - ORD
1 stop18h 22mSpirit Airlines
Deal found 6/9$207
Sat 7/135:00 amORD - SJU
1 stop15h 12mMultiple Airlines
Mon 7/153:08 amSJU - ORD
1 stop22h 21mMultiple Airlines
Deal found 6/9$208

O'Hare Intl to Caribbean flights leaving soon

Find last-minute flight options from O'Hare Intl to Caribbean 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 3,080,152 searches. Data last updated June 10, 2024.
Thu 6/207:13 pmORD - SJU
1 stop20h 27mMultiple Airlines
Thu 7/119:15 pmSJU - ORD
1 stop12h 48mMultiple Airlines
Deal found 6/9$202
Thu 6/207:13 pmORD - SJU
1 stop20h 27mMultiple Airlines
Wed 7/178:15 pmSJU - ORD
1 stop13h 59mMultiple Airlines
Deal found 6/9$204
Tue 6/188:00 amORD - SJU
1 stop9h 49mMultiple Airlines
Wed 7/176:40 amSJU - ORD
Nonstop5h 09mMultiple Airlines
Deal found 6/9$209
Tue 6/186:40 pmORD - SJU
1 stop16h 01mSpirit Airlines
Sat 7/138:54 pmSJU - ORD
1 stop13h 20mSpirit Airlines
Deal found 6/9$211
Tue 6/189:19 amORD - SJU
3 stops25h 22mSpirit Airlines
Tue 7/168:15 pmSJU - ORD
1 stop13h 59mSpirit Airlines
Deal found 6/9$213
Thu 6/207:13 pmORD - SJU
1 stop20h 27mMultiple Airlines
Wed 7/176:40 amSJU - ORD
Nonstop5h 09mMultiple Airlines
Deal found 6/9$214
Tue 6/189:19 amORD - SJU
3 stops25h 22mSpirit Airlines
Wed 7/108:15 pmSJU - ORD
1 stop13h 59mSpirit Airlines
Deal found 6/9$215
Tue 6/188:00 amORD - SJU
1 stop9h 49mFrontier
Tue 6/253:08 amSJU - ORD
1 stop23h 00mFrontier
Deal found 6/9$216
Tue 6/188:00 amORD - SJU
1 stop9h 49mFrontier
Tue 6/253:08 amSJU - ORD
1 stop23h 00mFrontier
Deal found 6/10$217

One-way flights to Caribbean from O'Hare Intl

Search for one-way flight options from O'Hare Intl to Caribbean. 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 3,080,152 searches. Data last updated June 10, 2024.
Fri 6/215:58 pmORD - SXM
1 stop20h 12mFrontier
Deal found 6/9$68
Fri 6/216:20 pmORD - SJU
1 stop17h 15mSpirit Airlines
Deal found 6/8$96
Tue 7/97:36 amORD - SJU
1 stop10h 29mSpirit Airlines
Deal found 6/9$97
Thu 7/116:10 amORD - PUJ
1 stop27h 32mFrontier
Deal found 6/9$98
Mon 7/228:00 amORD - SJU
1 stop6h 23mFrontier
Deal found 6/9$99
Fri 6/215:34 pmORD - SJU
1 stop6h 47mSpirit Airlines
Deal found 6/9$102
Mon 7/15:34 pmORD - SJU
1 stop19h 33mSpirit Airlines
Deal found 6/9$103
Fri 6/215:58 pmORD - PUJ
1 stop13h 53mFrontier
Deal found 6/10$104
Tue 7/27:36 amORD - SJU
1 stop10h 29mSpirit Airlines
Deal found 6/9$104

Find flights from O'Hare Intl to Caribbean within your budget

Customize your flight search to find flights from O'Hare Intl to Caribbean 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 3,080,152 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$184 - $402

Route

Depart

Return

Price

Chicago O'Hare IntlSaint Thomas Island Cyril E King

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 9/10

1 stop15h 09m

Saint Thomas Island Cyril E King

Tue 9/17

1 stop11h 05m

$184

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 7/8

1 stop6h 23m

San Juan Luis Munoz Marin Intl

Wed 7/17

Nonstop5h 09m

$199

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 7/16

Nonstop4h 47m

San Juan Luis Munoz Marin Intl

Tue 7/23

1 stop10h 14m

$200

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 6/23

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Tue 7/16

1 stop10h 14m

$203

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 7/9

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Mon 7/15

1 stop22h 21m

$211

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 7/23

1 stop7h 19m

San Juan Luis Munoz Marin Intl

Tue 7/30

1 stop10h 38m

$293

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 8/16

1 stop7h 24m

Punta Cana

Fri 8/23

1 stop16h 54m

$305

Chicago O'Hare IntlNassau Intl

ORD - NAS

ORDNAS

Chicago O'Hare Intl

Wed 7/17

1 stop7h 43m

Nassau Intl

Tue 7/30

1 stop7h 48m

$351

Chicago O'Hare IntlNassau Intl

ORD - NAS

ORDNAS

Chicago O'Hare Intl

Wed 7/31

1 stop6h 50m

Nassau Intl

Sun 8/4

Nonstop3h 45m

$402

Flights are sorted by cheapest first

Deals found on 6/9

No data available for this route at this time. Please check back soon.

Best time to book a flight from O'Hare Intl to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated June 10, 2024.
8.1
Very good
9,254 reviews

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

8.1
Very good
9,254 reviews
8.1
Very good
9,254 reviews

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

8.0
Very good
10,295 reviews
8.1
Very good
9,254 reviews

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

8.0
Very good
2,538 reviews
8.1
Very good
9,254 reviews

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

7.6
Good
4,279 reviews
8.1
Very good
9,254 reviews

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

7.5
Good
3,563 reviews
8.1
Very good
9,254 reviews

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.1

Crew

8.6

Reviews

1 / 10

Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Chicago O'Hare Intl Airport to Caribbean for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago O'Hare Intl Airport to Caribbean for under $200. The cheapest flight booked recently is on Spirit Airlines for just $184, but on average you can expect to pay $207.

  • Are there nonstop flights from Chicago O'Hare Intl Airport to Caribbean for under $200 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago O'Hare Intl Airport to Caribbean under $200. A good price for a nonstop flight from Chicago O'Hare Intl Airport to Caribbean is less than $200.

  • Are there last-minute flights available from Chicago O'Hare Intl Airport to Caribbean for under $300?

    There are currently 20+ open flights from Chicago O'Hare Intl Airport to Caribbean within the next 7 days for less than $300.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Caribbean one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $68. Users have also found prices from $96 and $122 on Spirit Airlines and American Airlines, respectively.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Caribbean?

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Caribbean?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Caribbean on time: Air Canada (92%), United Airlines (92%), Air New Zealand (92%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Caribbean?

    On average you can expect to pay $798 for a flight from Chicago O'Hare Intl Airport to Caribbean. The cheapest flight overall is $109 while the most popular route, (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) is currently priced at $131.

  • What does ORD to SJU mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and San Juan Luis Munoz Marin Intl Airport (SJU). Codes like San Juan Luis Munoz Marin Intl Airport are often used to just call airports uniquely. Ready for more IATA code knowledge? These are related airports for your current travel destination: Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from O'Hare Intl to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your O'Hare Intl to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from O'Hare Intl to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter O'Hare Intl to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from O'Hare Intl to Caribbean that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Caribbean.

  • Can I find deals for business class flights from O'Hare Intl to Caribbean?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from O'Hare Intl to Caribbean that allow pets onboard?

    Many airlines flying from O'Hare Intl to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from O'Hare Intl to Caribbean?

    Yes, you can often find last-minute deals on O'Hare Intl to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago O'Hare Intl Airport to Caribbean flight deals updated?

    The Chicago O'Hare Intl Airport to Caribbean flight deals you see on this page were last updated on 6/10.

  • What are the most popular airlines that fly from Chicago O'Hare Intl Airport to Caribbean?

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Caribbean (average of $244). Flying from Chicago O'Hare Intl Airport to Caribbean in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for O'Hare Intl to Caribbean
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

Discover the top 10 airlines that operate flights from O'Hare Intl to Caribbean. 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 3,080,152 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$316FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$130Average$399FlexibilityNo cancel feeOn-time65%
DeltaCheapest$134Average$526FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$153Average$609FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$172Average$543FlexibilityNo cancel feeOn-time62%
AeromexicoCheapest$262Average$548FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$283Average$846FlexibilityNo cancel feeOn-time67%
Alaska AirlinesCheapest$288Average$659FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$292Average$606FlexibilityNo cancel feeOn-time71%
LufthansaCheapest$403Average$445FlexibilityNo cancel feeOn-time76%

Search flights from O'Hare Intl to Caribbean by cabin class

Find flights from O'Hare Intl to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from O'Hare Intl to Caribbean

Find hourly flight availability from O'Hare Intl to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2024.
11%of flight departuresEarly morningMidnight to 6 am
89%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM
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