Cheap flights from Chicago to Boston from $168
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Boston departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to West Tisbury
Our best American Airlines deals on Chicago to West Tisbury flight tickets
Delta flights from Chicago to West Tisbury
Our best Delta deals on Chicago to West Tisbury flight tickets
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How to get the cheapest flight ticket from Chicago to West Tisbury
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to West Tisbury?
The cheapest day to depart from Chicago to West Tisbury is on a Tuesday when prices can be found for as low as $316. Flights from Chicago to West Tisbury on a Sunday will generally be more expensive and average around $688. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest Chicago to West Tisbury Martha's Vineyard flight route?
Fly from Chicago O'Hare Intl to West Tisbury Martha's Vineyard for the best Chicago - West Tisbury Martha's Vineyard flight prices
What cabin class options are available on Chicago to West Tisbury Martha's Vineyard flights?
There are 1 cabin classes available to choose from on Chicago to West Tisbury Martha's Vineyard flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to West Tisbury flights?
No. A direct flight is the cheapest option for a flight between Chicago to West Tisbury.
What is the cheapest airline that flies from Chicago to West Tisbury Martha's Vineyard?
American Airlines, Delta, and JetBlue are the most popular carriers operating from Chicago to West Tisbury Martha's Vineyard
What airlines fly to West Tisbury?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to West Tisbury from Chicago according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to West Tisbury. Keep in mind that there are 7 different airlines that fly to West Tisbury on a routine basis, so you have a few additional options to choose from.
When to book flights from Chicago to West Tisbury
Cheap Chicago to West Tisbury (CHI to MVY) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to West Tisbury
How far is Chicago to West Tisbury Martha's Vineyard by plane?
A flight from Chicago to West Tisbury Martha's Vineyard will travel around 874.2 mi. In terms of flight time, this usually takes a little over 2h 31m.
When did momondo last update prices for flights from Chicago to West Tisbury Martha's Vineyard Airport?
Prices for flights from Chicago to West Tisbury Martha's Vineyard Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to West Tisbury Martha's Vineyard Airport?
As of June 2025, there are 2 operators available to choose from for flights from Chicago to West Tisbury Martha's Vineyard Airport.
How old do you have to be to fly from Chicago to West Tisbury Martha's Vineyard Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to West Tisbury Martha's Vineyard Airport.
What documentation or ID do you need to fly to West Tisbury Martha's Vineyard Airport?
The required travel and health documents for your West Tisbury Martha's Vineyard Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at West Tisbury Martha's Vineyard Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to West Tisbury?
Based on momondo bookings for flights between Chicago and West Tisbury, the leading plane model is Embraer 170, making up 50.00% of the total bookings. Other popular models include Airbus A319 with 12.50%, Embraer 190 with 12.50%, and Embraer 175 with 12.50%.
What is the most popular airline from Chicago to West Tisbury?
Based on momondo bookings for flights between Chicago and West Tisbury, the leading airline is JetBlue, making up 54% of the total bookings. Other popular airlines include American Airlines with 46%.
Best airlines flying from Chicago to West Tisbury
Compare and see reviews for airlines that fly from Chicago to West Tisbury with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $303 | Free Cancellation | Rating 7.3 2,925 reviews | |||
| PriceFrom $314 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to West Tisbury?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to West Tisbury. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to West Tisbury with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to West Tisbury flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to West Tisbury?
momondo helps you find the best flight between Chicago and West Tisbury by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to West Tisbury right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to West Tisbury flights. All you need is a valid email address and we will do the rest; it is that quick and easy.