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Cheap flights from Chicago to Boston from $162

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 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:40 am - 3:35 pm
ORD
-
MVY
6h 55m
1 stop
JetBlue Logo
10:10 am - 5:25 pm
MVY
-
ORD
8h 15m
1 stop
$504JetBlue
Wed, Jan 28 - Sun, Feb 1
JetBlue Logo
7:40 am - 3:35 pm
ORD
-
MVY
6h 55m
1 stop
JetBlue Logo
1:28 pm - 5:43 pm
MVY
-
ORD
5h 15m
1 stop
$544JetBlue
Thu, Jan 29 - Sat, Jan 31
Delta Logo
7:30 am - 2:19 pm
ORD
-
MVY
5h 49m
1 stop
Delta Logo
12:15 pm - 7:22 pm
MVY
-
ORD
8h 07m
1 stop
$578Delta
Sat, Jun 6 - Tue, Jun 9
Delta Logo
7:10 am - 4:17 pm
ORD
-
MVY
8h 07m
2 stops
Delta Logo
4:59 pm - 10:43 pm
MVY
-
ORD
6h 44m
1 stop
$584Delta
Sat, Jun 6 - Tue, Jun 9
Delta Logo
7:10 am - 4:17 pm
ORD
-
MVY
8h 07m
2 stops
Delta Logo
12:15 pm - 8:24 pm
MVY
-
ORD
9h 09m
2 stops
$589Delta
Wed, Jun 10 - Sat, Jun 13
American Airlines Logo
11:13 am - 4:45 pm
ORD
-
MVY
4h 32m
1 stop
American Airlines Logo
12:26 pm - 5:25 pm
MVY
-
ORD
5h 59m
1 stop
$598American Airlines
Fri, Jul 3 - Fri, Jul 10
American Airlines Logo
10:15 am - 4:45 pm
ORD
-
MVY
5h 30m
1 stop
American Airlines Logo
1:55 pm - 5:56 pm
MVY
-
ORD
5h 01m
1 stop
$618American Airlines
Fri, Jul 3 - Sun, Jul 12
JetBlue Logo
6:00 am - 12:15 pm
ORD
-
MVY
5h 15m
1 stop
JetBlue Logo
4:30 pm - 9:36 pm
MVY
-
ORD
6h 06m
1 stop
$619JetBlue
Fri, Apr 17 - Tue, Apr 21
Delta Logo
10:35 am - 4:17 pm
ORD
-
MVY
4h 42m
1 stop
Delta Logo
12:15 pm - 7:22 pm
MVY
-
ORD
8h 07m
1 stop
$628Delta
Wed, Jun 10 - Sat, Jun 13
Delta Logo
7:10 am - 4:17 pm
ORD
-
MVY
8h 07m
2 stops
Delta Logo
3:10 pm - 9:36 pm
MVY
-
ORD
7h 26m
1 stop
$644Delta
Fri, Jul 3 - Fri, Jul 10

American Airlines flights from Chicago to West Tisbury

Our best American Airlines deals on Chicago to West Tisbury flight tickets
American Airlines
Jul 3
ORD11:13 amChicago O'Hare Intl
4h 32m
1 stop
MVY4:45 pmWest Tisbury Martha's Vineyard
Jul 10
MVY12:26 pmWest Tisbury Martha's Vineyard
5h 59m
1 stop
ORD5:25 pmChicago O'Hare Intl
$598
American Airlines
Jul 3
ORD10:15 amChicago O'Hare Intl
5h 30m
1 stop
MVY4:45 pmWest Tisbury Martha's Vineyard
Jul 12
MVY1:55 pmWest Tisbury Martha's Vineyard
5h 01m
1 stop
ORD5:56 pmChicago O'Hare Intl
$618
American Airlines
Jul 3
ORD8:00 amChicago O'Hare Intl
7h 45m
2 stops
MVY4:45 pmWest Tisbury Martha's Vineyard
Jul 12
MVY5:15 pmWest Tisbury Martha's Vineyard
5h 52m
1 stop
ORD10:07 pmChicago O'Hare Intl
$837

Delta flights from Chicago to West Tisbury

Our best Delta deals on Chicago to West Tisbury flight tickets
Delta
Jun 6
ORD7:30 amChicago O'Hare Intl
5h 49m
1 stop
MVY2:19 pmWest Tisbury Martha's Vineyard
Jun 9
MVY12:15 pmWest Tisbury Martha's Vineyard
8h 07m
1 stop
ORD7:22 pmChicago O'Hare Intl
$578
Delta
Jun 6
ORD7:10 amChicago O'Hare Intl
8h 07m
2 stops
MVY4:17 pmWest Tisbury Martha's Vineyard
Jun 9
MVY4:59 pmWest Tisbury Martha's Vineyard
6h 44m
1 stop
ORD10:43 pmChicago O'Hare Intl
$584
Delta
Jun 10
ORD7:10 amChicago O'Hare Intl
8h 07m
2 stops
MVY4:17 pmWest Tisbury Martha's Vineyard
Jun 13
MVY12:15 pmWest Tisbury Martha's Vineyard
9h 09m
2 stops
ORD8:24 pmChicago O'Hare Intl
$589

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to West Tisbury that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from Chicago to West Tisbury that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Wed 1/28

7:40 am-3:35 pm

1 stop6h 55m

West Tisbury Martha's Vineyard

Sun 2/1

10:10 am-5:25 pm

1 stop8h 15m

$504

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Thu 1/29

7:40 am-3:35 pm

1 stop6h 55m

West Tisbury Martha's Vineyard

Sat 1/31

1:28 pm-5:43 pm

1 stop5h 15m

$544

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Sat 6/6

7:30 am-2:19 pm

1 stop5h 49m

West Tisbury Martha's Vineyard

Tue 6/9

12:15 pm-7:22 pm

1 stop8h 07m

$578

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Sat 6/6

7:10 am-4:17 pm

2 stops8h 07m

West Tisbury Martha's Vineyard

Tue 6/9

4:59 pm-10:43 pm

1 stop6h 44m

$584

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Wed 6/10

7:10 am-4:17 pm

2 stops8h 07m

West Tisbury Martha's Vineyard

Sat 6/13

12:15 pm-8:24 pm

2 stops9h 09m

$589

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Fri 7/3

11:13 am-4:45 pm

1 stop4h 32m

West Tisbury Martha's Vineyard

Fri 7/10

12:26 pm-5:25 pm

1 stop5h 59m

$598

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Fri 7/3

10:15 am-4:45 pm

1 stop5h 30m

West Tisbury Martha's Vineyard

Sun 7/12

1:55 pm-5:56 pm

1 stop5h 01m

$618

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Fri 4/17

6:00 am-12:15 pm

1 stop5h 15m

West Tisbury Martha's Vineyard

Tue 4/21

4:30 pm-9:36 pm

1 stop6h 06m

$619

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Wed 6/10

10:35 am-4:17 pm

1 stop4h 42m

West Tisbury Martha's Vineyard

Sat 6/13

12:15 pm-7:22 pm

1 stop8h 07m

$628

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Fri 7/3

7:10 am-4:17 pm

2 stops8h 07m

West Tisbury Martha's Vineyard

Fri 7/10

3:10 pm-9:36 pm

1 stop7h 26m

$644

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 is only 1 cabin class 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.

When to book flights from Chicago to West Tisbury

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to West Tisbury according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Fastest flight time

2h 33m

Direct flights

Sun

Airports in West Tisbury

1 airport
The fastest flight from Chicago to West Tisbury takes 2h 33m
Direct flights go from Chicago to West Tisbury on Sunday. There are no airlines offering direct flights.
There is 1 airport in West Tisbury. From Chicago there are direct flights to West Tisbury Martha's Vineyard (MVY).
Search flight deals

  • 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 33m.

  • 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?

  • 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?

  • What is the most popular airline from Chicago to West Tisbury?

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
American AirlinesPriceFrom $407Free CancellationRating
7.2
11,129 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Oak Bluffs
Edgartown
Vineyard Haven

Why 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.

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