
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $348 (Cheapflightsfares) |
One-way from | $245 (FlightHub) |
Popular in | December |
Cheapest in | January |
Fly from
Fly to
Route
Depart
Return
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Fri 5/15
3:18 pm-12:27 am
1 stop9h 09m
Chicago O'Hare Intl
Fri 5/29
5:05 am-2:12 pm
1 stop9h 07m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Wed 5/13
3:05 pm-10:18 am
2 stops19h 13m
Chicago O'Hare Intl
Wed 5/27
8:20 pm-10:25 am
1 stop14h 05m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Fri 5/15
3:05 pm-7:58 am
2 stops16h 53m
Chicago O'Hare Intl
Tue 5/19
6:21 pm-1:55 pm
2 stops19h 34m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Sat 5/16
9:00 am-8:24 pm
1 stop11h 24m
Chicago O'Hare Intl
Sat 5/30
7:00 am-8:00 pm
2 stops13h 00m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Thu 5/14
9:00 am-8:14 pm
2 stops11h 14m
Chicago O'Hare Intl
Mon 5/18
5:30 am-8:00 pm
1 stop14h 30m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Fri 5/15
12:12 pm-11:59 pm
1 stop11h 47m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Tue 5/5
3:05 pm-9:05 am
1 stop18h 00m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Wed 5/6
3:05 pm-9:05 am
1 stop18h 00m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Wed 5/27
3:05 pm-9:05 am
1 stop18h 00m
KingstonChicago
KIN - ORD
KINORD
Kingston Norman Manley
Tue 5/12
3:05 pm-10:18 am
2 stops19h 13m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, April is the cheapest month in which you can book a flight from Kingston to Chicago (average of $184). Flying from Kingston to Chicago in January is currently the most expensive (average of $448). 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.
Fort Lauderdale (FLL) – chosen by Cheapflights users on 75% of 1-stop itineraries from Kingston to Chicago on Cheapflights.
Miami (MIA) is the most affordable 1-stop option, with an average round-trip price of $448.
Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 7h 19m.
Flights via Miami (MIA) offer the fastest connection on this route, with an average layover time of 3h 04m.
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
Anonymous,Mar 2026
MIA - SFO
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
Anonymous,Mar 2026
MIA - SFO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$406 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$391 | Average$536 | FlexibilityNo cancel fee | On-time71% |