Fly from
Fly to
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
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
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
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
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
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
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
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
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
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
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.
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.
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).
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.
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).
Food
Entertainment
Boarding
Comfort
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Food
Entertainment
Boarding
Comfort
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Food
Entertainment
Boarding
Comfort
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Food
Entertainment
Boarding
Comfort
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Food
Entertainment
Boarding
Comfort
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Food
Entertainment
Boarding
Comfort
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$146 | Average$324 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$148 | Average$347 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$182 | Average$464 | FlexibilityNo cancel fee | On-timeN/A |
United Airlines | Cheapest$195 | Average$509 | FlexibilityNo cancel fee | On-time69% |
Southwest | Cheapest$220 | Average$374 | FlexibilityNo cancel fee | On-time63% |
American Airlines | Cheapest$303 | Average$557 | FlexibilityNo cancel fee | On-time71% |
Copa Airlines | Cheapest$400 | Average$521 | FlexibilityNo cancel fee | On-time70% |
JetBlue | Cheapest$467 | Average$619 | FlexibilityNo cancel fee | On-time62% |