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Cheap flights from West Tisbury to Chicago from $88

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 6/16. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:02 pm - 8:46 pm
MVY
-
ORD
5h 44m
1 stop
Delta Logo
6:00 am - 11:24 am
ORD
-
MVY
4h 24m
1 stop
$270Delta
Fri, May 29 - Mon, Jun 1
Delta Logo
12:04 pm - 6:07 pm
MVY
-
ORD
7h 03m
1 stop
Delta Logo
6:00 am - 11:24 am
ORD
-
MVY
4h 24m
1 stop
$279Delta
Thu, May 28 - Wed, Jun 3
Delta Logo
12:04 pm - 6:07 pm
MVY
-
ORD
7h 03m
1 stop
Delta Logo
6:00 am - 11:24 am
ORD
-
MVY
4h 24m
1 stop
$299Delta
Thu, May 28 - Wed, Jun 3
Delta Logo
4:59 pm - 10:43 pm
MVY
-
ORD
6h 44m
1 stop
Delta Logo
7:30 am - 2:19 pm
ORD
-
MVY
5h 49m
1 stop
$302Delta
Thu, Jul 23 - Tue, Jul 28
Delta Logo
4:59 pm - 10:43 pm
MVY
-
ORD
6h 44m
1 stop
Delta Logo
6:00 am - 11:20 am
ORD
-
MVY
4h 20m
1 stop
$308Delta
Wed, Jul 29 - Tue, Aug 4
JetBlue Logo
4:55 pm - 8:44 pm
MVY
-
ORD
4h 49m
1 stop
JetBlue Logo
9:33 am - 4:00 pm
ORD
-
MVY
5h 27m
1 stop
$339JetBlue
Fri, Jul 10 - Tue, Jul 14
Delta Logo
4:59 pm - 10:43 pm
MVY
-
ORD
6h 44m
1 stop
Delta Logo
7:10 am - 4:17 pm
ORD
-
MVY
8h 07m
2 stops
$353Delta
Tue, Jul 28 - Sat, Aug 1
Delta Logo
4:59 pm - 10:43 pm
MVY
-
ORD
6h 44m
1 stop
Delta Logo
7:10 am - 4:17 pm
ORD
-
MVY
8h 07m
2 stops
$368Delta
Tue, Jul 28 - Sat, Aug 1
American Airlines Logo
5:30 pm - 11:21 pm
MVY
-
ORD
6h 51m
1 stop
American Airlines Logo
6:00 am - 1:31 pm
ORD
-
MVY
6h 31m
1 stop
$380American Airlines
Tue, Jul 28 - Sat, Aug 1
JetBlue Logo
4:55 pm - 8:44 pm
MVY
-
ORD
4h 49m
1 stop
JetBlue Logo
9:33 am - 4:00 pm
ORD
-
MVY
5h 27m
1 stop
$400JetBlue
Fri, Jul 10 - Tue, Jul 14

JetBlue flights from West Tisbury to Chicago

Our best JetBlue deals on West Tisbury to Chicago flight tickets
JetBlue
Jul 10
MVY4:55 pmWest Tisbury Martha's Vineyard
4h 49m
1 stop
ORD8:44 pmChicago O'Hare Intl
Jul 14
ORD9:33 amChicago O'Hare Intl
5h 27m
1 stop
MVY4:00 pmWest Tisbury Martha's Vineyard
$339
JetBlue
Jul 10
MVY4:55 pmWest Tisbury Martha's Vineyard
4h 49m
1 stop
ORD8:44 pmChicago O'Hare Intl
Jul 14
ORD9:33 amChicago O'Hare Intl
5h 27m
1 stop
MVY4:00 pmWest Tisbury Martha's Vineyard
$400
JetBlue
Jul 29
MVY4:55 pmWest Tisbury Martha's Vineyard
4h 49m
1 stop
ORD8:44 pmChicago O'Hare Intl
Aug 2
ORD9:33 amChicago O'Hare Intl
5h 27m
1 stop
MVY4:00 pmWest Tisbury Martha's Vineyard
$469

Delta flights from West Tisbury to Chicago

Our best Delta deals on West Tisbury to Chicago flight tickets
Delta
May 29
MVY4:02 pmWest Tisbury Martha's Vineyard
5h 44m
1 stop
ORD8:46 pmChicago O'Hare Intl
Jun 1
ORD6:00 amChicago O'Hare Intl
4h 24m
1 stop
MVY11:24 amWest Tisbury Martha's Vineyard
$270
Delta
May 28
MVY12:04 pmWest Tisbury Martha's Vineyard
7h 03m
1 stop
ORD6:07 pmChicago O'Hare Intl
Jun 3
ORD6:00 amChicago O'Hare Intl
4h 24m
1 stop
MVY11:24 amWest Tisbury Martha's Vineyard
$279
Delta
May 28
MVY12:04 pmWest Tisbury Martha's Vineyard
7h 03m
1 stop
ORD6:07 pmChicago O'Hare Intl
Jun 3
ORD6:00 amChicago O'Hare Intl
4h 24m
1 stop
MVY11:24 amWest Tisbury Martha's Vineyard
$299

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 March 21, 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
Quickest round-trip

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 5/29

4:02 pm-8:46 pm

1 stop5h 44m

Chicago O'Hare Intl

Mon 6/1

6:00 am-11:24 am

1 stop4h 24m

$270

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Thu 5/28

12:04 pm-6:07 pm

1 stop7h 03m

Chicago O'Hare Intl

Wed 6/3

6:00 am-11:24 am

1 stop4h 24m

$279

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Thu 5/28

12:04 pm-6:07 pm

1 stop7h 03m

Chicago O'Hare Intl

Wed 6/3

6:00 am-11:24 am

1 stop4h 24m

$299

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Thu 7/23

4:59 pm-10:43 pm

1 stop6h 44m

Chicago O'Hare Intl

Tue 7/28

7:30 am-2:19 pm

1 stop5h 49m

$302

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Wed 7/29

4:59 pm-10:43 pm

1 stop6h 44m

Chicago O'Hare Intl

Tue 8/4

6:00 am-11:20 am

1 stop4h 20m

$308

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 7/10

4:55 pm-8:44 pm

1 stop4h 49m

Chicago O'Hare Intl

Tue 7/14

9:33 am-4:00 pm

1 stop5h 27m

$339

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Tue 7/28

4:59 pm-10:43 pm

1 stop6h 44m

Chicago O'Hare Intl

Sat 8/1

7:10 am-4:17 pm

2 stops8h 07m

$353

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Tue 7/28

4:59 pm-10:43 pm

1 stop6h 44m

Chicago O'Hare Intl

Sat 8/1

7:10 am-4:17 pm

2 stops8h 07m

$368

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Tue 7/28

5:30 pm-11:21 pm

1 stop6h 51m

Chicago O'Hare Intl

Sat 8/1

6:00 am-1:31 pm

1 stop6h 31m

$380

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 7/10

4:55 pm-8:44 pm

1 stop4h 49m

Chicago O'Hare Intl

Tue 7/14

9:33 am-4:00 pm

1 stop5h 27m

$400

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 $407.

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 $270. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $368.

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

5h 30m

Direct flights

Sun

Airports in Chicago

3 airports
The fastest flight from West Tisbury to Chicago takes 5h 30m
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 5h 30m.

  • 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
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