There are 3 ways to get from Chicago to Montserrat by plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to John A. Osborne Airport
best- Fly from Chicago Midway International Airport (MDW) to John A. Osborne Airport (MNI)plane MDW - MNI
23h 38m$264–1,132Fly Chicago O'Hare International Airport to John A. Osborne Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to John A. Osborne Airport (MNI)plane ORD - MNI
12h 4m$204–832Fly Chicago O'Hare International Airport to St Maarten Airport, fly to Montserrat Airport
- Fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM)plane ORD - SXM
- Fly from St Maarten Airport to Montserrat Airportplane
9h 37m$3,024–3,342
Chicago Midway International Airport (MDW) to John A. Osborne Airport (MNI) flights
Questions & Answers
The cheapest way to get from Chicago to Montserrat is to fly which costs $200 - $850 and takes 12h 4m.
The fastest way to get from Chicago to Montserrat is to fly which takes 9h 37m and costs $3,000 - $3,400.
The distance between Chicago and Montserrat is 3734 km.
It takes approximately 23h 38m to get from Chicago to Montserrat, including transfers.
Montserrat is 2h ahead of Chicago. It is currently 10:28 PM in Chicago and 12:28 AM in Montserrat.
There are 11+ hotels available in Montserrat.
What companies run services between Chicago, IL, USA and Montserrat?
Delta, Montserrat Airways, and four other airlines fly from Chicago Midway International Airport (MDW) to John A. Osborne Airport (MNI) twice daily.
- Website
- flymontserrat.com
Flights from Chicago Midway International Airport to John A. Osborne Airport via Atlanta, Antigua
- Ave. Duration
- 21h 15m
- When
- Wednesday and Friday
- Estimated price
- $250–1,100
Flights from Chicago Midway International Airport to John A. Osborne Airport via Miami, Antigua
- Ave. Duration
- 20h 50m
- When
- Friday
- Estimated price
- $260–1,100
Flights from Chicago Midway International Airport to John A. Osborne Airport via Charlotte, Antigua
- Ave. Duration
- 24h 50m
- When
- Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,100
Flights from Chicago O'Hare International Airport to John A. Osborne Airport via Atlanta, Antigua
- Ave. Duration
- 8h 50m
- When
- Thursday and Saturday
- Estimated price
- $190–800
Flights from Chicago O'Hare International Airport to John A. Osborne Airport via Miami, Antigua
- Ave. Duration
- 9h 20m
- When
- Saturday
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to John A. Osborne Airport via Newark, Antigua
- Ave. Duration
- 16h 51m
- When
- Friday
- Estimated price
- $190–800
Flights from Chicago O'Hare International Airport to John A. Osborne Airport via Charlotte, Antigua
- Ave. Duration
- 18h 24m
- When
- Wednesday to Sunday
- Estimated price
- $180–800
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 3m
- When
- Saturday
- Estimated price
- $140–600
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 8h 9m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 56m
- When
- Saturday
- Estimated price
- $140–600
- Website
- fly-winair.sx
Flights from Chicago Midway International Airport to John A. Osborne Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 25h 50m
- When
- Monday and Saturday
- Estimated price
- $250–1,100
Flights from Chicago Midway International Airport to John A. Osborne Airport via Fort Lauderdale, Princess Juliana International Airport
- Ave. Duration
- 23h 50m
- When
- Monday and Saturday
- Estimated price
- $260–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 12m
- When
- Saturday
- Estimated price
- $140–600
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Fort Lauderdale
- Ave. Duration
- 6h 55m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $130–440
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