O'Hare Intl

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

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Dec 23 — Dec 301
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Cheap flight deals from Caribbean to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$150
(eDestinos)

One-way from

$68
(Cheapflightsfares)
From Caribbean to Chicago O'Hare Intl
One-way flight from Caribbean to Chicago O'Hare Intl

Find flight deals from Caribbean to O'Hare Intl

Cheapest flights from Caribbean to O'Hare Intl
Explore the most affordable flight options available from Caribbean to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This eDestinos deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/223:54 amSJU - ORD
1 stop8h 00mFrontier
Thu 1/210:15 pmORD - SJU
1 stop23h 39mFrontier
Deal found 12/16$206
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/218:31 pmSJU - ORD
Nonstop5h 27mSpirit Airlines
Mon 1/61:00 pmORD - SJU
Nonstop4h 36mSpirit Airlines
Deal found 12/17$221
This Cheapflightsfares deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/193:59 amSJU - ORD
1 stop7h 55mMultiple Airlines
Tue 1/71:00 pmORD - SJU
Nonstop4h 36mMultiple Airlines
Deal found 12/17$251
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2511:04 amSDQ - ORD
1 stop10h 47mSpirit Airlines
Wed 1/15:00 amORD - SDQ
1 stop10h 51mSpirit Airlines
Deal found 12/17$258
This Booking.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2612:02 pmSDQ - ORD
1 stop23h 52mMultiple Airlines
Wed 1/155:11 amORD - SDQ
1 stop8h 43mMultiple Airlines
Deal found 12/16$301
This FlightHub deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:02 pmPUJ - ORD
1 stop17h 52mFrontier
Thu 1/27:29 pmORD - PUJ
1 stop19h 18mFrontier
Deal found 12/17$348
This Cheapflightsfares deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3111:44 amSTT - ORD
1 stop10h 07mSpirit Airlines
Tue 1/75:11 pmORD - STT
1 stop15h 28mSpirit Airlines
Deal found 12/17$372
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/284:59 pmPUJ - ORD
1 stop8h 54mDelta
Mon 1/135:45 amORD - PUJ
1 stop6h 38mDelta
Deal found 12/17$416
This American Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:18 amSJU - ORD
2 stops10h 54mAmerican Airlines
Thu 1/29:55 amORD - SJU
1 stop12h 00mAmerican Airlines
Deal found 12/18$424
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/251:00 pmPUJ - ORD
1 stop12h 25mUnited Airlines
Wed 1/110:43 amORD - PUJ
Nonstop4h 28mUnited Airlines
Deal found 12/17$428
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/251:33 pmSDQ - ORD
1 stop9h 54mFrontier
Sat 1/45:18 pmORD - SDQ
2 stops28h 19mFrontier
Deal found 12/17$469
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/213:47 pmPUJ - ORD
Nonstop5h 15mAmerican Airlines
Sat 1/46:39 pmORD - PUJ
1 stop15h 01mAmerican Airlines
Deal found 12/17$470

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

Customize your flight search to find flights from Caribbean to O'Hare Intl 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 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 1/17

9:26 pm-12:51 am

Nonstop5h 25m

Chicago O'Hare Intl

Wed 1/22

3:56 pm-9:21 am

1 stop15h 25m

$150

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 1/16

2:51 pm-9:52 am

1 stop21h 01m

Chicago O'Hare Intl

Thu 1/23

10:33 am-1:58 pm

1 stop25h 25m

$152

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 1/16

9:49 pm-9:52 am

1 stop14h 03m

Chicago O'Hare Intl

Mon 1/20

1:44 pm-8:21 pm

Nonstop4h 37m

$160

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 1/15

6:10 pm-9:24 pm

Nonstop5h 14m

Chicago O'Hare Intl

Tue 1/28

6:10 am-1:00 pm

Nonstop4h 50m

$212

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 1/22

2:05 am-9:40 am

1 stop9h 35m

Chicago O'Hare Intl

Tue 1/28

9:00 am-3:38 pm

Nonstop4h 38m

$230

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 3/13

5:00 am-12:02 pm

1 stop8h 02m

Chicago O'Hare Intl

Mon 3/17

10:05 am-11:35 pm

1 stop12h 30m

$239

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 1/17

6:10 pm-9:27 pm

Nonstop5h 17m

Chicago O'Hare Intl

Sat 1/25

5:11 am-3:45 pm

1 stop8h 34m

$247

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 1/17

4:50 pm-11:32 pm

1 stop8h 42m

Chicago O'Hare Intl

Sat 1/25

5:11 am-3:45 pm

1 stop8h 34m

$263

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 1/22

2:38 pm-11:32 pm

1 stop9h 54m

Chicago O'Hare Intl

Wed 1/29

5:11 am-1:33 pm

1 stop7h 22m

$283

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 1/16

1:16 pm-8:13 pm

1 stop7h 57m

Chicago O'Hare Intl

Sun 1/19

5:11 am-12:10 pm

1 stop5h 59m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Caribbean 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.

Travel insights for flights from Caribbean to O'Hare Intl

Get recent, data-driven insights about flights from Caribbean to O'Hare Intl including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Caribbean to Chicago O'Hare Intl Airport (average of $232). Flying from Caribbean to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $308). 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.

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

Find hourly flight availability from Caribbean to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

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

Weekly flight availability from Caribbean to Chicago O'Hare Intl Airport

Explore weekly flight availability from Caribbean to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 18, 2024.

The most flights from 0CB to ORD are scheduled on a Monday (9 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated December 18, 2024.
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,848 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,604 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,554 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,721 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,930 reviews
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Caribbean to Chicago O'Hare Intl Airport one-way?

    The cheapest airlines for a one-way flight from Caribbean to Chicago O'Hare Intl Airport are Spirit Airlines ($68), Frontier ($73), and United Airlines ($113).

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

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

    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 Caribbean to Chicago O'Hare Intl Airport on time: American Airlines (90%), Alaska Airlines (90%), Spirit Airlines (88%).

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

    Looking for the cheapest flight from Caribbean to Chicago O'Hare Intl Airport? While on average our users pay $416, our data indicates the cheapest price to be $65. The most popular route (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), is priced around $124.

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

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Caribbean to Chicago O'Hare Intl Airport (average of $232). Flying from Caribbean to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $308). 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 Caribbean to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Caribbean to O'Hare Intl

Discover the top 8 airlines that operate flights from Caribbean to O'Hare Intl. 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 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$146Average$304FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$148Average$344FlexibilityNo cancel feeOn-time65%
DeltaCheapest$187Average$452FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$196Average$548FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$389FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$306Average$570FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$521FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$467Average$619FlexibilityNo cancel feeOn-time62%
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