O'Hare Intl

$85+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Nov 26 — Dec 31
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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 November 21, 2024.

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 November 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Wed 12/188:31 pmSJU - ORD
Nonstop5h 27mSpirit Airlines
Thu 1/29:32 amORD - SJU
Nonstop4h 43mSpirit Airlines
Deal found 11/20$158
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/248:31 pmSJU - ORD
Nonstop5h 27mMultiple Airlines
Fri 1/36:40 amORD - SJU
1 stop24h 43mMultiple Airlines
Deal found 11/21$160
This Frontier deal was found by Cheapflights users on 11/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:01 pmSJU - ORD
1 stop13h 23mFrontier
Thu 1/29:45 pmORD - SJU
1 stop10h 50mFrontier
Deal found 11/21$168
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 12/52:05 amSJU - ORD
1 stop8h 54mUnited Airlines
Mon 12/92:20 pmORD - SJU
Nonstop4h 35mUnited Airlines
Deal found 11/20$226
This Kiwi.com deal was found by Cheapflights users on 11/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:00 pmPUJ - ORD
Nonstop5h 31mFrontier
Mon 12/96:00 amORD - PUJ
Nonstop4h 29mFrontier
Deal found 11/21$284
This Booking.com deal was found by Cheapflights users on 11/21. 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.
Sat 12/215:00 pmPUJ - ORD
Nonstop5h 31mMultiple Airlines
Sat 1/45:00 amORD - PUJ
1 stop8h 55mMultiple Airlines
Deal found 11/21$308
This Cheapflightsfares deal was found by Cheapflights users on 11/21. 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.
Wed 12/42:38 pmMBJ - ORD
1 stop7h 29mSpirit Airlines
Fri 12/67:45 pmORD - MBJ
1 stop17h 00mSpirit Airlines
Deal found 11/21$318
This Cheapflightsfares deal was found by Cheapflights users on 11/21. 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 12/1010:14 amKIN - ORD
1 stop6h 52mSpirit Airlines
Sat 12/145:11 pmORD - KIN
1 stop14h 58mSpirit Airlines
Deal found 11/21$321
This FlightHub deal was found by Cheapflights users on 11/20. 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.
Sat 12/144:40 pmAUA - ORD
1 stop18h 57mSpirit Airlines
Sat 1/45:11 pmORD - AUA
1 stop20h 29mSpirit Airlines
Deal found 11/20$340
This FlightHub deal was found by Cheapflights users on 11/21. 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.
Wed 12/254:50 pmPUJ - ORD
1 stop25h 16mSpirit Airlines
Wed 1/15:00 amORD - PUJ
1 stop8h 55mSpirit Airlines
Deal found 11/21$353
This Cheapflightsfares deal was found by Cheapflights users on 11/21. 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.
Sat 12/76:29 pmSDQ - ORD
1 stop17h 08mSpirit Airlines
Sat 2/85:10 amORD - SDQ
1 stop10h 03mSpirit Airlines
Deal found 11/21$360
This FlightHub deal was found by Cheapflights users on 11/21. 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.
Sat 12/711:56 amSTT - ORD
1 stop11h 11mSpirit Airlines
Sat 1/113:22 pmORD - STT
1 stop17h 29mSpirit Airlines
Deal found 11/21$361

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 12/17

3:54 am-9:24 am

1 stop7h 30m

Chicago O'Hare Intl

Thu 1/2

2:19 pm-12:41 am

1 stop8h 22m

$158

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 12/20

4:43 pm-8:13 pm

Nonstop5h 30m

Chicago O'Hare Intl

Wed 1/8

1:00 pm-7:36 pm

Nonstop4h 36m

$159

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 12/24

8:31 pm-11:58 pm

Nonstop5h 27m

Chicago O'Hare Intl

Fri 1/3

6:40 am-9:23 am

1 stop24h 43m

$160

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 1/14

6:45 pm-9:59 pm

Nonstop5h 14m

Chicago O'Hare Intl

Tue 1/21

6:10 am-1:00 pm

Nonstop4h 50m

$196

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 1/25

4:54 pm-11:02 pm

1 stop8h 08m

Chicago O'Hare Intl

Tue 1/28

6:10 am-1:00 pm

Nonstop4h 50m

$281

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 2/12

6:00 am-2:00 pm

1 stop10h 00m

Chicago O'Hare Intl

Mon 2/24

11:25 am-12:35 am

2 stops11h 10m

$297

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 1/15

2:05 am-10:44 am

1 stop10h 39m

Chicago O'Hare Intl

Tue 1/21

7:35 am-9:28 pm

1 stop11h 53m

$300

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 1/22

1:15 pm-8:13 pm

1 stop7h 58m

Chicago O'Hare Intl

Wed 1/29

5:10 am-12:10 pm

1 stop6h 00m

$303

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 12/5

3:36 pm-7:06 pm

Nonstop5h 30m

Chicago O'Hare Intl

Sun 12/8

5:10 am-1:29 pm

1 stop6h 19m

$308

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 12/4

2:38 pm-9:07 pm

1 stop7h 29m

Chicago O'Hare Intl

Fri 12/6

7:45 pm-1:45 pm

1 stop17h 00m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

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 November 21, 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 November 21, 2024.

The most flights from 0CB to ORD are scheduled on a Monday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 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 November 21, 2024.
8.1
Very good
5,005 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.1
Very good
5,005 reviews
8.1
Very good
5,005 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.0
Very good
8,755 reviews
8.1
Very good
5,005 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.0
Very good
9,464 reviews
8.1
Very good
5,005 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.8
Good
1,779 reviews
8.1
Very good
5,005 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.5
Good
2,004 reviews
8.1
Very good
5,005 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 Frontier ($85), Spirit Airlines ($91), and United Airlines ($105).

  • 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: Air Canada (84%), United Airlines (84%), Air New Zealand (84%).

  • 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 $736, our data indicates the cheapest price to be $95. The most popular route (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), is priced around $129.

  • 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$146Average$324FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$148Average$347FlexibilityNo cancel feeOn-time65%
DeltaCheapest$182Average$464FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$195Average$509FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$374FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$303Average$557FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$521FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$467Average$619FlexibilityNo cancel feeOn-time62%
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