Round-trip from | $175 (Cheapflightsfares) |
---|---|
One-way from | $90 (eDestinos) |
Popular in | March |
Cheapest in | January |
Average price | $353 |
Good round-trip deal | $328 or less |
Good one-way deal | $177 or less |
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 4/25
6:35 am-10:58 am
Nonstop5h 23m
Chicago O'Hare Intl
Tue 4/29
7:00 pm-8:26 am
1 stop12h 26m
Punta CanaChicago
PUJ - ORD
PUJORD
Punta Cana
Fri 5/2
5:08 pm-9:11 pm
Nonstop5h 03m
Chicago O'Hare Intl
Mon 5/12
6:10 am-11:51 am
Nonstop4h 41m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 5/7
7:01 am-3:04 pm
1 stop9h 03m
Chicago O'Hare Intl
Mon 5/12
8:45 am-6:05 pm
1 stop8h 20m
Saint Thomas IslandChicago
STT - ORD
STTORD
Saint Thomas Island Cyril E King
Sat 4/26
11:05 am-12:58 am
1 stop14h 53m
Chicago O'Hare Intl
Wed 4/30
7:47 pm-10:00 am
1 stop13h 13m
Punta CanaChicago
PUJ - ORD
PUJORD
Punta Cana
Thu 5/8
12:42 pm-11:29 pm
1 stop11h 47m
Chicago O'Hare Intl
Sun 5/11
6:10 am-11:51 am
Nonstop4h 41m
Punta CanaChicago
PUJ - ORD
PUJORD
Punta Cana
Thu 5/1
11:40 am-11:49 pm
1 stop13h 09m
Chicago O'Hare Intl
Mon 5/5
7:16 pm-1:35 pm
1 stop17h 19m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 4/16
6:21 am-1:02 pm
1 stop7h 41m
Chicago O'Hare Intl
Tue 4/22
8:04 am-1:45 pm
Nonstop4h 41m
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Sat 5/3
12:00 pm-12:58 am
1 stop12h 58m
Chicago O'Hare Intl
Wed 5/7
5:05 am-11:02 am
1 stop5h 57m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 4/8
2:55 am-10:40 am
1 stop8h 45m
Chicago O'Hare Intl
Mon 4/14
5:19 pm-12:54 am
1 stop6h 35m
Punta CanaChicago
PUJ - ORD
PUJORD
Punta Cana
Wed 4/9
3:18 pm-12:20 am
1 stop10h 02m
Chicago O'Hare Intl
Wed 4/30
5:36 am-2:13 pm
1 stop7h 37m
Currently, August is the cheapest month in which you can book a flight from Caribbean to Chicago O'Hare Intl Airport (average of $245). Flying from Caribbean to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $323). 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 Thursday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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).
Entertainment
Boarding
Comfort
Crew
Food
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Comfort
Crew
Food
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Comfort
Crew
Food
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Comfort
Crew
Food
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Comfort
Crew
Food
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Comfort
Crew
Food
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$137 | Average$283 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$139 | Average$283 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$172 | Average$492 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$214 | Average$574 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$257 | Average$403 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$308 | Average$567 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$400 | Average$483 | FlexibilityNo cancel fee | On-time70% |