There are 6 ways to get from Kingston to Chicago by plane, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Norman Manley International Airport to Chicago Midway International Airport
best- Fly from Norman Manley International Airport (KIN) to Chicago Midway International Airport (MDW)plane KIN - MDW
9h 5m$173–706Fly Norman Manley International Airport to Chicago O'Hare International Airport
cheapest- Fly from Norman Manley International Airport (KIN) to Chicago O'Hare International Airport (ORD)plane KIN - ORD
9h 40m$143–606Fly Norman Manley International Airport to South Bend, train
- Fly from Norman Manley International Airport (KIN) to South Bend (SBN)plane KIN - SBN
- Take the train from South Bend Airport to Van Buren St.train
11h 44m$274–1,116Fly Norman Manley International Airport to General Mitchell International Airport, train
- Fly from Norman Manley International Airport (KIN) to General Mitchell International Airport (MKE)plane KIN - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
12h 36m$280–1,175Bus to Sangster International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Spanish Town to Falmouthbus
- Fly from Sangster International Airport (MBJ) to Chicago O'Hare International Airport (ORD)plane MBJ - ORD
12h 3m$217–888Bus to Sangster International Airport, fly to Chicago Midway International Airport
- Take the bus from Spanish Town to Falmouthbus
- Fly from Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW)plane MBJ - MDW
13h 21m$247–1,038
Norman Manley International Airport (KIN) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Kingston to Chicago is to fly which costs $140 - $650 and takes 9h 40m.
The fastest way to get from Kingston to Chicago is to fly which takes 9h 5m and costs $170 - $750.
The distance between Kingston and Chicago is 1802 miles.
It takes approximately 9h 5m to get from Kingston to Chicago, including transfers.
There are 1149+ hotels available in Chicago.
What companies run services between Kingston, Jamaica and Chicago, IL, USA?
Delta, JetBlue Airways, and Southwest Airlines fly from Norman Manley International Airport (KIN) to Chicago Midway International Airport (MDW) twice daily.
- Website
- delta.com
Flights from Norman Manley International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 7h 2m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–700
Flights from Norman Manley International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $140–600
Flights from Norman Manley International Airport to South Bend via Atlanta
- Ave. Duration
- 8h 51m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Norman Manley International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 10h 51m
- When
- Every day
- Estimated price
- $250–1,100
Flights from Sangster International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 43m
- When
- Every day
- Estimated price
- $200–850
Flights from Sangster International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 8h 10m
- When
- Every day
- Estimated price
- $230–1,000
- Website
- southwest.com
Flights from Norman Manley International Airport to Chicago Midway International Airport via Fort Lauderdale
- Ave. Duration
- 6h 26m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $170–700
Flights from Sangster International Airport to Chicago Midway International Airport via Orlando
- Ave. Duration
- 6h 17m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Sangster International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 4m
- When
- Monday, Thursday, and Friday
- Estimated price
- $310–900
Flights from Sangster International Airport to Chicago Midway International Airport via Fort Lauderdale
- Ave. Duration
- 6h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $230–1,000
- Website
- aa.com
Flights from Norman Manley International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 8h 16m
- When
- Every day
- Estimated price
- $140–600
Flights from Norman Manley International Airport to General Mitchell International Airport via Miami
- Ave. Duration
- 8h 5m
- When
- Saturday
- Estimated price
- $250–1,100
Flights from Sangster International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $200–850
Flights from Sangster International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 7h 39m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $200–850
- Website
- jetblue.com
Flights from Norman Manley International Airport to Chicago O'Hare International Airport via Fort Lauderdale
- Ave. Duration
- 8h 43m
- When
- Every day
- Estimated price
- $140–600
- Website
- aircanada.com
Flights from Norman Manley International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 8h 17m
- When
- Monday to Friday
- Estimated price
- $170–700
- Website
- united.com
Flights from Sangster International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 23m
- When
- Saturday
- Estimated price
- $200–850
- Website
- flyfrontier.com
Flights from Sangster International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 8h 45m
- When
- Every day
- Estimated price
- $310–900
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- Amtrak
- Phone
- +1 (876) 971 1822
- [email protected]
- Website
- Knutsford Express
Bus from Spanish Town to Falmouth
- Ave. Duration
- 2h
- Frequency
- Every 4 hours
- Estimated price
- $13–20
- Website
- Knutsford Express
- Adult
- $20
- Child
- $16
- Senior
- $17
- Student
- $17
Bus from Spanish Town to Falmouth
- Ave. Duration
- 2h
- Frequency
- Every 4 hours
- Estimated price
- $13–20
- Website
- Knutsford Express
- Adult
- $20
- Child
- $16
- Senior
- $17
- Student
- $17
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