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Cheap flights from West Tisbury to Chicago from $235

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 7/29. 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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0 bags

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Find the cheapest flights from West Tisbury to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:04 pm - 4:34 pm
MVY
-
ORD
5h 30m
1 stop
Delta Logo
6:00 am - 11:24 am
ORD
-
MVY
4h 24m
1 stop
$588Delta
Fri, May 29 - Mon, Jun 1
Delta Logo
12:04 pm - 11:59 pm
MVY
-
ORD
12h 55m
2 stops
Delta Logo
7:05 am - 3:22 pm
ORD
-
MVY
7h 17m
1 stop
$594Delta
Fri, May 29 - Mon, Jun 1
JetBlue Logo
11:26 am - 7:26 pm
MVY
-
ORD
9h 00m
1 stop
JetBlue Logo
10:35 am - 4:01 pm
ORD
-
MVY
4h 26m
1 stop
$668JetBlue
Mon, Jul 6 - Thu, Jul 9
American Airlines Logo
1:55 pm - 7:23 pm
MVY
-
ORD
6h 28m
1 stop
American Airlines Logo
6:06 am - 2:15 pm
ORD
-
MVY
7h 09m
1 stop
$718American Airlines
Sun, Aug 2 - Thu, Aug 6
Delta Logo
12:04 pm - 7:20 pm
MVY
-
ORD
8h 16m
2 stops
Delta Logo
6:00 am - 3:22 pm
ORD
-
MVY
8h 22m
2 stops
$724Delta
Fri, May 29 - Mon, Jun 1
Delta Logo
1:18 pm - 5:35 pm
MVY
-
ORD
5h 17m
1 stop
Delta Logo
9:25 am - 3:22 pm
ORD
-
MVY
4h 57m
1 stop
$868Delta
Fri, May 22 - Tue, May 26
Delta Logo
12:04 pm - 4:34 pm
MVY
-
ORD
5h 30m
1 stop
Delta Logo
6:41 am - 12:38 pm
ORD
-
MVY
4h 57m
1 stop
$898Delta
Fri, May 22 - Mon, May 25
American Airlines Logo
1:55 pm - 9:10 pm
MVY
-
ORD
8h 15m
2 stops
American Airlines Logo
6:00 am - 2:15 pm
ORD
-
MVY
7h 15m
2 stops
$936American Airlines
Sun, Aug 2 - Thu, Aug 6
American Airlines Logo
10:41 am - 5:45 pm
MVY
-
ORD
8h 04m
2 stops
American Airlines Logo
8:50 pm - 10:11 am
ORD
-
MVY
12h 21m
1 stop
$957American Airlines
Mon, Jul 6 - Thu, Jul 9
Delta Logo
12:15 pm - 8:24 pm
MVY
-
ORD
9h 09m
2 stops
Delta Logo
7:10 am - 2:19 pm
ORD
-
MVY
6h 09m
2 stops
$1,079Delta
Mon, Jul 6 - Thu, Jul 9

JetBlue flights from West Tisbury to Chicago

Our best JetBlue deals on West Tisbury to Chicago flight tickets
JetBlue
Feb 10
MVY10:10 amWest Tisbury Martha's Vineyard
8h 33m
1 stop
ORD5:43 pmChicago O'Hare Intl
Feb 11
ORD7:40 amChicago O'Hare Intl
6h 55m
1 stop
MVY3:35 pmWest Tisbury Martha's Vineyard
$582
JetBlue
Jul 6
MVY11:26 amWest Tisbury Martha's Vineyard
9h 00m
1 stop
ORD7:26 pmChicago O'Hare Intl
Jul 9
ORD10:35 amChicago O'Hare Intl
4h 26m
1 stop
MVY4:01 pmWest Tisbury Martha's Vineyard
$668
JetBlue
Feb 9
MVY10:10 amWest Tisbury Martha's Vineyard
8h 33m
1 stop
ORD5:43 pmChicago O'Hare Intl
Feb 12
ORD10:00 amChicago O'Hare Intl
4h 35m
1 stop
MVY3:35 pmWest Tisbury Martha's Vineyard
$673

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 February 4, 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

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 5/29

12:04 pm-4:34 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 6/1

6:00 am-11:24 am

1 stop4h 24m

$588

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 5/29

12:04 pm-11:59 pm

2 stops12h 55m

Chicago O'Hare Intl

Mon 6/1

7:05 am-3:22 pm

1 stop7h 17m

$594

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 7/6

11:26 am-7:26 pm

1 stop9h 00m

Chicago O'Hare Intl

Thu 7/9

10:35 am-4:01 pm

1 stop4h 26m

$668

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Sun 8/2

1:55 pm-7:23 pm

1 stop6h 28m

Chicago O'Hare Intl

Thu 8/6

6:06 am-2:15 pm

1 stop7h 09m

$718

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 5/29

12:04 pm-7:20 pm

2 stops8h 16m

Chicago O'Hare Intl

Mon 6/1

6:00 am-3:22 pm

2 stops8h 22m

$724

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 5/22

1:18 pm-5:35 pm

1 stop5h 17m

Chicago O'Hare Intl

Tue 5/26

9:25 am-3:22 pm

1 stop4h 57m

$868

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 5/22

12:04 pm-4:34 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 5/25

6:41 am-12:38 pm

1 stop4h 57m

$898

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Sun 8/2

1:55 pm-9:10 pm

2 stops8h 15m

Chicago O'Hare Intl

Thu 8/6

6:00 am-2:15 pm

2 stops7h 15m

$936

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 7/6

10:41 am-5:45 pm

2 stops8h 04m

Chicago O'Hare Intl

Thu 7/9

8:50 pm-10:11 am

1 stop12h 21m

$957

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 7/6

12:15 pm-8:24 pm

2 stops9h 09m

Chicago O'Hare Intl

Thu 7/9

7:10 am-2:19 pm

2 stops6h 09m

$1,079

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 Wednesday when prices can be found for as low as $308. 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 $406.

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 $364.

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 Martha's Vineyard to Chicago flights?

There are 3 cabin classes available to choose from on West Tisbury Martha's Vineyard to Chicago 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 West Tisbury to Chicago flights?

No. A direct flight is the cheapest option for a flight between West Tisbury to Chicago.

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

6h 06m

Direct flights

Sun

Airports in Chicago

3 airports
The fastest flight from West Tisbury to Chicago takes 6h 06m
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

  • 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 6h 06m.

  • 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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
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