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Cheap flights from West Tisbury to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from West Tisbury to Chicago departing on 8/19. 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
1 adult, Economy, 0 bags

Find the cheapest flights from West Tisbury to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
$202JetBlue
Wed, Jul 22 - Tue, Jul 28
JetBlue Logo
5:10 pm - 9:58 pm
MVY
-
ORD
5h 48m
1 stop
JetBlue Logo
9:35 am - 4:10 pm
ORD
-
MVY
5h 35m
1 stop
$253JetBlue
Sat, Aug 29 - Tue, Sep 1
JetBlue Logo
5:05 pm - 9:30 pm
MVY
-
ORD
5h 25m
1 stop
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
$258JetBlue
Sat, Jul 4 - Wed, Jul 8
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
$281JetBlue
Fri, Jul 24 - Mon, Aug 24
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
$297JetBlue
Sat, Jul 25 - Tue, Jul 28
American Airlines Logo
7:10 pm - 11:30 pm
MVY
-
ORD
5h 20m
1 stop
American Airlines Logo
9:42 am - 5:00 pm
ORD
-
MVY
6h 18m
1 stop
$357American Airlines
Fri, Jul 3 - Tue, Jul 7
JetBlue Logo
4:00 pm - 10:06 pm
MVY
-
ORD
7h 06m
1 stop
JetBlue Logo
6:20 am - 3:05 pm
ORD
-
MVY
7h 45m
1 stop
$360JetBlue
Thu, Sep 17 - Sun, Sep 20
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
$361JetBlue
Mon, Jul 13 - Wed, Jul 15
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
$417JetBlue
Wed, Jul 22 - Thu, Jul 23
American Airlines Logo
12:30 pm - 11:37 pm
MVY
-
ORD
12h 07m
1 stop
American Airlines Logo
8:58 pm - 11:12 am
ORD
-
MVY
13h 14m
1 stop
$418American Airlines
Tue, Sep 1 - Fri, Sep 4

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JetBlue flights from West Tisbury to Chicago

Our best JetBlue deals on West Tisbury to Chicago flight tickets
JetBlue
Jul 22
MVY5:26 pmWest Tisbury Martha's Vineyard
5h 32m
1 stop
ORD9:58 pmChicago O'Hare Intl
Jul 28
ORD9:40 amChicago O'Hare Intl
5h 30m
1 stop
MVY4:10 pmWest Tisbury Martha's Vineyard
$202
JetBlue
Aug 29
MVY5:10 pmWest Tisbury Martha's Vineyard
5h 48m
1 stop
ORD9:58 pmChicago O'Hare Intl
Sep 1
ORD9:35 amChicago O'Hare Intl
5h 35m
1 stop
MVY4:10 pmWest Tisbury Martha's Vineyard
$253
JetBlue
Jul 4
MVY5:05 pmWest Tisbury Martha's Vineyard
5h 25m
1 stop
ORD9:30 pmChicago O'Hare Intl
Jul 8
ORD9:40 amChicago O'Hare Intl
5h 30m
1 stop
MVY4:10 pmWest Tisbury Martha's Vineyard
$258

American Airlines flights from West Tisbury to Chicago

Our best American Airlines deals on West Tisbury to Chicago flight tickets
American Airlines
Jul 3
MVY7:10 pmWest Tisbury Martha's Vineyard
5h 20m
1 stop
ORD11:30 pmChicago O'Hare Intl
Jul 7
ORD9:42 amChicago O'Hare Intl
6h 18m
1 stop
MVY5:00 pmWest Tisbury Martha's Vineyard
$357
American Airlines
Sep 1
MVY12:30 pmWest Tisbury Martha's Vineyard
12h 07m
1 stop
ORD11:37 pmChicago O'Hare Intl
Sep 4
ORD8:58 pmChicago O'Hare Intl
13h 14m
1 stop
MVY11:12 amWest Tisbury Martha's Vineyard
$418
American Airlines
Jul 7
MVY5:30 pmWest Tisbury Martha's Vineyard
5h 12m
1 stop
ORD9:42 pmChicago O'Hare Intl
Jul 11
ORD9:30 amChicago O'Hare Intl
2h 50m
MVY1:20 pmWest Tisbury Martha's Vineyard
$433

momondo Fare Finder

 
Customize your flight search to find flights from West Tisbury to Chicago 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 June 23, 2026.
Use the filters below to find and compare flights from West Tisbury to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Wed 7/22

5:26 pm-9:58 pm

1 stop5h 32m

Chicago O'Hare Intl

Tue 7/28

9:40 am-4:10 pm

1 stop5h 30m

$202

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Sat 8/29

5:10 pm-9:58 pm

1 stop5h 48m

Chicago O'Hare Intl

Tue 9/1

9:35 am-4:10 pm

1 stop5h 35m

$253
Quickest round-trip

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Sat 7/4

5:05 pm-9:30 pm

1 stop5h 25m

Chicago O'Hare Intl

Wed 7/8

9:40 am-4:10 pm

1 stop5h 30m

$258

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 7/24

5:26 pm-9:58 pm

1 stop5h 32m

Chicago O'Hare Intl

Mon 8/24

9:39 am-4:09 pm

1 stop5h 30m

$281

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Sat 7/25

5:26 pm-9:58 pm

1 stop5h 32m

Chicago O'Hare Intl

Tue 7/28

9:40 am-4:10 pm

1 stop5h 30m

$297

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 7/3

7:10 pm-11:30 pm

1 stop5h 20m

Chicago O'Hare Intl

Tue 7/7

9:42 am-5:00 pm

1 stop6h 18m

$357

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Thu 9/17

4:00 pm-10:06 pm

1 stop7h 06m

Chicago O'Hare Intl

Sun 9/20

6:20 am-3:05 pm

1 stop7h 45m

$360

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 7/13

5:26 pm-9:58 pm

1 stop5h 32m

Chicago O'Hare Intl

Wed 7/15

9:40 am-4:10 pm

1 stop5h 30m

$361

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Wed 7/22

5:26 pm-9:58 pm

1 stop5h 32m

Chicago O'Hare Intl

Thu 7/23

9:40 am-4:10 pm

1 stop5h 30m

$417

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Tue 9/1

12:30 pm-11:37 pm

1 stop12h 07m

Chicago O'Hare Intl

Fri 9/4

8:58 pm-11:12 am

1 stop13h 14m

$418

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from West Tisbury to Chicago

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 Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $318. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from West Tisbury to Chicago for around $409.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from West Tisbury to Chicago during this time can be as low as $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $371.

What is the cheapest West Tisbury Martha's Vineyard to Chicago flight route?

Fly from West Tisbury Martha's Vineyard to Chicago O'Hare Intl for the best West Tisbury Martha's Vineyard - Chicago flight prices

What cabin class options are available on West Tisbury to Chicago flights?

There are 3 cabin classes available to choose from on West Tisbury to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from West Tisbury to Chicago

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

Cheap West Tisbury to Chicago (MVY to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from West Tisbury to Chicago

Fastest flight time

5h 25m

Direct flights

Sun

Airports in Chicago

3 airports
The fastest flight from West Tisbury to Chicago takes 5h 25m
Direct flights go from West Tisbury to Chicago on Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From West Tisbury there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from West Tisbury to Chicago

  • How far is West Tisbury Martha's Vineyard to Chicago by plane?

    A flight from West Tisbury Martha's Vineyard to Chicago will travel around 874.2 mi. In terms of flight time, this usually takes a little over 5h 25m.

  • When did momondo last update prices for flights from West Tisbury Martha's Vineyard Airport to Chicago?

    Prices for flights from West Tisbury Martha's Vineyard Airport to Chicago were last updated today.

  • How old do you have to be to fly from West Tisbury Martha's Vineyard Airport to Chicago?

    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 West Tisbury Martha's Vineyard Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from West Tisbury to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from West Tisbury.

Can I find flights from West Tisbury to Chicago with flexible booking policies on momondo?

Flights from West Tisbury to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from West Tisbury to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from West Tisbury.

I’m not ready to book a flight from West Tisbury to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from West Tisbury are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport