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

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How to find the cheapest flight from
O'Hare Intl (ORD) to Caribbean

All the information you need to plan the best ORD to SJU flight in 2021: compare O'Hare Intl to Caribbean flight prices with the expected peak season, weather and rainfall in Caribbean.
When is the cheapest time to fly from Chicago O'Hare Intl Airport to Caribbean (ORD - 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.

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

To save up to 13% on this flight, we recommend booking at least 18 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 $256 1-2 weeks out and tickets from $302 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 August tends to be the cheapest month to fly to Caribbean from Chicago O'Hare Intl Airport. Users have commonly found prices around $307 for the month, but tickets can be as low as $118. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from O'Hare Intl to Caribbean in November, December 2021

The best prices found for ORD to Caribbean flights for November, December
11 Dec - 17 Dec
$148pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
5 Dec - 10 Dec
$149pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
STX
Christiansted Henry Rohlsen
STX
Christiansted Henry Rohlsen
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Dec - 17 Dec
$149pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Chicago O'Hare Intl to Caribbean 2022 flight deals

Cheap flights to Caribbean from O'Hare Intl found for next year
11 Dec - 17 Dec
$148pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
5 Dec - 10 Dec
$149pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
STX
Christiansted Henry Rohlsen
STX
Christiansted Henry Rohlsen
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Dec - 17 Dec
$149pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Caribbean from O'Hare Intl

Save time with O'Hare Intl to Caribbean direct flight deals
1 Mar - 10 Mar
$141pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
21 Mar - 24 Mar
$143pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
6 Mar - 10 Mar
$144pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from O'Hare Intl to Caribbean

Late deals on round-trip flights to Caribbean from O'Hare Intl, departing today and this week
5 Dec - 9 Dec
$149pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
5 Dec - 10 Dec
$149pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
STX
Christiansted Henry Rohlsen
STX
Christiansted Henry Rohlsen
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
4 Dec - 9 Dec
$152pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Caribbean from Chicago O'Hare Intl

The cheapest one-way flights from O'Hare Intl to Caribbean
12:15 am - 11:27 am
Spirit Airlines
1 Stop
9h 12m
ORD - SJU
Spirit Airlines
$79
JustFly
1:00 am - 11:58 am
Multiple Airlines
1 Stop
9h 58m
ORD - NAS
Multiple Airlines
$80
Kiwi.com
3:00 pm - 9:45 pm
Frontier
Nonstop
4h 45m
ORD - SJU
Frontier
$82
JustFly

Related info for your journey

Useful info, stats and facts about <span class="emphasized">O'Hare Intl</span> to <span class="emphasized">Caribbean</span> flights.

Flight FAQs

From O'Hare Intl to Caribbean

Which airlines flying from Chicago O'Hare Intl to Caribbean have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Spirit Airlines flying from Chicago O'Hare Intl to Caribbean have implemented new flexible cancellation policies.

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 Frontier for just $128, but on average you can expect to pay $140.

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 $171.

Are there last-minute flights available from Chicago O'Hare Intl Airport to Caribbean for under $200?

There are currently 20+ open flights from Chicago O'Hare Intl Airport to Caribbean within the next 7 days for less than $200.

What days are nonstop flights available from Chicago O'Hare Intl Airport to Caribbean?

Days when nonstop flights are available for this flight are: Wednesday.

How many flights depart from Chicago O'Hare Intl Airport to Caribbean on average per day?

2 flight departures from Chicago O'Hare Intl Airport to Caribbean per day on average.
Afternoon (Noon - 6pm) - 100% of flight departures

How long is the flight from Chicago O'Hare Intl Airport to Caribbean?

For as low as $128, Frontier can have you in Caribbean from Chicago O'Hare Intl Airport in 8h 55m. The distance between Chicago O'Hare Intl Airport and Caribbean is about 2085 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

Most travelers choose Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl, Chicago O'Hare Intl - Punta Cana or Chicago O'Hare Intl - Saint Thomas Island Cyril E King when deciding on the best route from Chicago O'Hare Intl Airport to Caribbean.

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

When booking a flight from Chicago O'Hare Intl Airport to Caribbean, you may want to consider flying on Major Airline, American Airlines or Alaska Airlines as they are the most popular for this route.

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

On average you can expect to pay $612 for a flight from Chicago O'Hare Intl Airport to Caribbean. The cheapest flight overall is $61 while the most popular route, (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) is currently priced at $143.

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 (88%), Air New Zealand (88%), United Airlines (86%).

Related searches

Flights to Caribbean from O'Hare Intl
Flights to O'Hare Intl Flights to Caribbean

Rent a Car

Car Rentals in Caribbean Car Rentals at Luis Munoz Marin Intl

Destination information for Caribbean

Things to know before you go - useful duration and weather info for your trip from O'Hare Intl to Caribbean.
Today's exchange rate
$1 = $1.00
Flight duration from Chicago O'Hare Intl to Caribbean
4h 49m

Airports servicing Chicago

Top 10 airlines flying from Chicago O'Hare Intl to Caribbean

The chart below displays the airlines Cheapflights users traveling from O'Hare Intl to Caribbean choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$90 $386 No cancel fee 62%
Spirit Airlines
$112 $367 No cancel fee 65%
JetBlue
$151 $452 No cancel fee 62%
Delta
$163 $497 No cancel fee N/A
United Airlines
$183 $565 No cancel fee 69%
American Airlines
$185 $526 No cancel fee 71%
Copa Airlines
$199 $432 No cancel fee 70%
Aeromexico
$203 $371 No cancel fee N/A
Air Canada
$272 $608 No cancel fee 67%
Avianca
$502 $571 No cancel fee 71%
Home Caribbean Cheap flights from O'Hare Intl to Caribbean