There are 5 ways to get from Jamaica to Chicago by plane or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Sangster International Airport to Chicago Midway International Airport
best- Fly from Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW)plane MBJ - MDW
6h 54m$256–1,121Fly 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
10h 8m$134–607Fly Sangster International Airport to Chicago O'Hare International Airport
- Fly from Sangster International Airport (MBJ) to Chicago O'Hare International Airport (ORD)plane MBJ - ORD
7h 16m$206–898Fly Norman Manley International Airport to Chicago Midway International Airport
- Fly from Norman Manley International Airport (KIN) to Chicago Midway International Airport (MDW)plane KIN - MDW
9h 29m$174–757Fly Sangster International Airport to South Bend, train
- Fly from Sangster International Airport (MBJ) to South Bend (SBN)plane MBJ - SBN
- Take the train from South Bend Airport to Van Buren St.train
10h 40m$385–1,652
Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Jamaica to Chicago is to fly which costs $130 - $650 and takes 10h 8m.
The fastest way to get from Jamaica to Chicago is to fly which takes 6h 54m and costs $250 - $1,200.
The distance between Jamaica and Chicago is 1734 miles.
It takes approximately 6h 54m to get from Jamaica to Chicago, including transfers.
There are 1306+ hotels available in Chicago.
What companies run services between Jamaica and Chicago, IL, USA?
Southwest Airlines, Delta, and Frontier Airlines fly from Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW) twice daily.
- Website
- delta.com
Flights from Sangster International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 51m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $250–1,200
Flights from Sangster International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 43m
- When
- Every day
- Estimated price
- $200–900
Flights from Norman Manley International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 43m
- When
- Every day
- Estimated price
- $130–600
Flights from Norman Manley International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $170–750
Flights from Sangster International Airport to South Bend via Atlanta
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $370–1,700
Flights from Sangster International Airport to South Bend via Detroit
- Ave. Duration
- 6h 47m
- When
- Friday
- Estimated price
- $390–1,800
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
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