Flight
Edgartown to Chicago
Updated: 31 May 2026
To reach Chicago from Edgartown, the most practical method is flying. Take the ferry to Woods Hole, travel to Boston Logan (BOS), and board a direct flight to O'Hare International Airport (ORD). The total travel time is approximately 6 to 7 hours. This is the most efficient way to reach the Midwest from the island.
Total Distance: 1,600 km driving distance; 1,500 km straight-line air distance.
Fastest Way
Flying from Boston Logan is the fastest way to reach Chicago.
Cheapest Way
Booking a flight from Boston to Chicago in advance is the most cost-effective.
Compare Edgartown to Chicago Routes
Flight
Direct from Boston
Duration
3 hours
Avg Price
$200 - $450
Operator
United Airlines
Route
BOS to ORD
United Airlines offers frequent direct flights from Boston.
Travel Tips
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Airport TransitUse the 'L' train system to get from O'Hare to downtown.
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WeatherBe prepared for cold winters and windy conditions.
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BookingBook flights early, especially during the summer peak season.
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WalkingDowntown Chicago is very walkable and has great public transit.
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DiningTry the famous Chicago-style deep-dish pizza.
Safety Tips
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General SafetyStay in well-populated tourist areas.
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Public TransitThe 'L' is generally safe, but stay aware of your surroundings.
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EmergencyDial 911 for any emergency assistance.
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NavigationUse GPS for driving, as Chicago traffic can be heavy.
People Also Ask
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Is there a direct flight from MVY to Chicago?No, you must connect through Boston or another major hub.
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How do I get from the airport to downtown?The 'L' train is the most efficient way to reach downtown.
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Is Chicago safe for tourists?Tourist areas are generally safe, but stay aware of your surroundings.
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What is the best time to visit?Summer and early fall offer the best weather.
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Do I need a car?No, public transit and walking are sufficient for most visitors.
Quick Info
- From Edgartown, Massachusetts, United States
- To Chicago, Illinois, United States
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Modes
Best Time to Travel
May to September for the best weather and outdoor festivals.
Things to Do in Chicago
1
Millennium Park
See the famous Cloud Gate sculpture, also known as 'The Bean.' It is a must-see in Chicago.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the country.
3
Willis Tower
Go to the Skydeck for panoramic views of the city. It is one of the tallest buildings in the US.
4
Navy Pier
Enjoy the rides, shops, and restaurants along the lakefront.
Tags
Edgartown to Chicago
Martha's Vineyard to Chicago
flights to ORD
travel to Chicago
ferry to Boston
flying from BOS
visiting Chicago
transport from Edgartown
