There are 6 ways to get from Milwaukee to Montego Bay by plane, bus, train, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly General Mitchell International Airport to Sangster International Airport
best- Fly from General Mitchell International Airport (MKE) to Sangster International Airport (MBJ)MKE - MBJ
9h 13m$282–1,280Train to Chicago Midway International Airport, fly to Sangster International Airport
cheapest- Take the train from Milwaukee to Chicago Union Station
- Fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ)MDW - MBJ
9h 29m$205–842Bus to Chicago O'Hare International Airport, fly to Sangster International Airport
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Fly from Chicago O'Hare International Airport (ORD) to Sangster International Airport (MBJ)ORD - MBJ
8h 53m$255–528Fly General Mitchell International Airport to Norman Manley International Airport, shuttle
- Fly from General Mitchell International Airport (MKE) to Norman Manley International Airport (KIN)MKE - KIN
- Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bay
11h 18m$569–1,515Bus to Dane County Regional Airport-Truax Field, fly to Sangster International Airport
- Take the bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Fly from Dane County Regional Airport-Truax Field (MSN) to Sangster International Airport (MBJ)MSN - MBJ
11h 53m$269–1,256Bus to Chicago O'Hare International Airport, fly to Norman Manley International Airport, shuttle
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Fly from Chicago O'Hare International Airport (ORD) to Norman Manley International Airport (KIN)ORD - KIN
- Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bay
12h 23m$492–973
General Mitchell International Airport (MKE) to Sangster International Airport (MBJ) flights
Questions & Answers
The cheapest way to get from Milwaukee to Montego Bay is to bus and fly which costs $250 - $550 and takes 8h 53m.
The fastest way to get from Milwaukee to Montego Bay is to bus and fly which takes 8h 53m and costs $250 - $550.
The distance between Milwaukee and Montego Bay is 2893 km.
It takes approximately 9h 13m to get from Milwaukee to Montego Bay, including transfers.
Montego Bay is 1h ahead of Milwaukee. It is currently 1:25 AM in Milwaukee and 2:25 AM in Montego Bay.
There are 418+ hotels available in Montego Bay.
What companies run services between Milwaukee, WI, USA and Montego Bay, Jamaica?
Southwest Airlines, Delta, and two other airlines fly from General Mitchell International Airport (MKE) to Sangster International Airport (MBJ) 4 times a day.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from General Mitchell International Airport to Sangster International Airport via Miami
- Ave. Duration
- 6h 27m
- When
- Saturday
- Estimated price
- $280–1,200
Flights from General Mitchell International Airport to Sangster International Airport via Charlotte
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Chicago O'Hare International Airport to Sangster International Airport
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Sangster International Airport via Miami
- Ave. Duration
- 7h 16m
- When
- Every day
- Estimated price
- $150–700
Flights from General Mitchell International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 7h 41m
- When
- Saturday
- Estimated price
- $240–1,100
Flights from Dane County Regional Airport-Truax Field to Sangster International Airport via Miami
- Ave. Duration
- 6h 42m
- When
- Saturday
- Estimated price
- $260–1,200
Flights from Dane County Regional Airport-Truax Field to Sangster International Airport via Charlotte
- Ave. Duration
- 6h 43m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Dane County Regional Airport-Truax Field to Sangster International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $130–600
- Website
- delta.com
Flights from General Mitchell International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 9m
- When
- Every day
- Estimated price
- $280–1,200
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $180–800
Flights from General Mitchell International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 7h 44m
- When
- Every day
- Estimated price
- $240–1,100
Flights from General Mitchell International Airport to Norman Manley International Airport via New York JFK
- Ave. Duration
- 7h 27m
- When
- Saturday
- Estimated price
- $290–1,200
Flights from Dane County Regional Airport-Truax Field to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 5h 56m
- When
- Every day
- Estimated price
- $130–600
- Website
- southwest.com
Flights from General Mitchell International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 5h 55m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $280–1,200
Flights from Chicago O'Hare International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Sangster International Airport
- Ave. Duration
- 3h 55m
- When
- Saturday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 5h 42m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Sangster International Airport via Fort Lauderdale-Hollywood International
- Ave. Duration
- 7h 15m
- When
- Saturday
- Estimated price
- $180–800
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Sangster International Airport via Fort Lauderdale-Hollywood International
- Ave. Duration
- 6h 2m
- When
- Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $220–380
Flights from Chicago O'Hare International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 6h 9m
- When
- Monday, Wednesday, and Friday
- Estimated price
- $220–380
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Fort Lauderdale-Hollywood International
- Ave. Duration
- 6h 32m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $130–750
- Website
- jetblue.com
Flights from General Mitchell International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 5h 41m
- When
- Sunday
- Estimated price
- $280–1,200
Flights from General Mitchell International Airport to Norman Manley International Airport via Fort Lauderdale-Hollywood International
- Ave. Duration
- 6h
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $240–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Sangster International Airport
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $150–700
Flights from Dane County Regional Airport-Truax Field to Sangster International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $260–1,200
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $180–800
- Website
- worldticket.com
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Punta Cana
- Ave. Duration
- 8h 13m
- When
- Saturday
- Estimated price
- $170–850
- Website
- arajet.com
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Punta Cana
- Ave. Duration
- 8h 13m
- When
- Saturday
- Estimated price
- $170–850
- Website
- caribbean-airlines.com
Flights from General Mitchell International Airport to Norman Manley International Airport via New York JFK
- Ave. Duration
- 8h 55m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $600–2,000
- Website
- flybreeze.com
Flights from Dane County Regional Airport-Truax Field to Sangster International Airport via Tampa
- Ave. Duration
- 7h 12m
- When
- Wednesday and Saturday
- Estimated price
- $460–1,600
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–40
- Website
- https://www.amtrak.com/home.html
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Every 2 hours
- Estimated price
- $35–38
- Schedules at
- coachusa.com
- Phone
- 1 (876) 833-6285
- willistoursjamaica@gmail.com
- Website
- willistoursjamaica.com
Shuttle from Kingston - Bob Marley Museum to Montego Bay
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $300
- Website
- https://willistoursjamaica.com/
- Schedules at
- https://willistoursjamaica.com/tours/
- Schedules at
- https://willistoursjamaica.com/transportation/
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $23–30
- Website
- https://badgerbus.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $20–28
- Schedules at
- flixbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 15m
- Frequency
- Once daily
- Estimated price
- $7–55
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 800-236-1240
- Website
- golamers.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $21–50
- Website
- https://www.golamers.com/
- Schedules at
- https://www.golamers.com/
Want to know more about travelling around Jamaica
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Why you should take the train in the US
Read the travel guide
Travelling to the US: What do I need to know?
Read the travel guide













