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Cheap flights from West Tisbury to Chicago from $101

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 10/4. 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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Find the cheapest flights from West Tisbury to Chicago (MVY-CHI)

Cheap round-trip flights

American Airlines Logo
12:00 pm - 11:25 pmMVY-ORD
12h 25m1 stop
American Airlines Logo
6:06 am - 3:37 pmORD-MVY
8h 31m1 stop
$388American Airlines
Find Deal
Wed, Aug 27 - Thu, Aug 28
JetBlue Logo
10:16 am - 7:55 amMVY-ORD
22h 39m1 stop
JetBlue Logo
8:40 am - 9:31 amORD-MVY
23h 51m1 stop
$410JetBlue
Find Deal
Mon, Aug 25 - Wed, Aug 27
American Airlines Logo
2:03 pm - 9:11 pmMVY-ORD
8h 08m1 stop
American Airlines Logo
8:41 pm - 11:29 amORD-MVY
13h 48m1 stop
$411American Airlines
Find Deal
Thu, Aug 21 - Mon, Aug 25
American Airlines Logo
2:03 pm - 9:11 pmMVY-ORD
8h 08m1 stop
American Airlines Logo
8:20 am - 5:16 pmORD-MVY
7h 56m1 stop
$467American Airlines
Find Deal
Wed, Aug 20 - Sun, Aug 24
American Airlines Logo
12:32 pm - 7:58 amMVY-ORD
20h 26m2 stops
American Airlines Logo
8:54 pm - 11:29 amORD-MVY
13h 35m2 stops
$550American Airlines
Find Deal
Mon, Aug 25 - Wed, Aug 27
Delta Logo
3:20 pm - 8:47 pmMVY-ORD
6h 27m1 stop
Delta Logo
9:25 am - 2:40 pmORD-MVY
4h 15m1 stop
$553Delta
Find Deal
Thu, Aug 28 - Sun, Aug 31
American Airlines Logo
12:32 pm - 6:57 amMVY-ORD
19h 25m2 stops
American Airlines Logo
6:06 am - 3:37 pmORD-MVY
8h 31m1 stop
$556American Airlines
Find Deal
Mon, Aug 25 - Wed, Aug 27
Delta Logo
3:20 pm - 8:47 pmMVY-ORD
6h 27m1 stop
Delta Logo
7:10 am - 2:40 pmORD-MVY
6h 30m1 stop
$558Delta
Find Deal
Fri, Sep 5 - Sun, Sep 7
American Airlines Logo
2:03 pm - 9:11 pmMVY-ORD
8h 08m1 stop
American Airlines Logo
8:20 am - 5:16 pmORD-MVY
7h 56m1 stop
$561American Airlines
Find Deal
Fri, Aug 22 - Sun, Aug 24
Delta Logo
11:44 am - 6:02 pmMVY-ORD
7h 18m1 stop
Delta Logo
7:00 am - 1:33 pmORD-MVY
5h 33m1 stop
$578Delta
Find Deal
Fri, Sep 5 - Sun, Sep 7

JetBlue flights from West Tisbury to Chicago

Our best JetBlue deals on West Tisbury to Chicago flight tickets
JetBlue
Aug 14
MVY4:57 pmWest Tisbury Martha's Vineyard
6h 31m
1 stop
ORD10:28 pmChicago O'Hare Intl
Aug 26
ORD8:40 amChicago O'Hare Intl
6h 33m
1 stop
MVY4:13 pmWest Tisbury Martha's Vineyard
$395
Find similar
JetBlue
Aug 25
MVY10:16 amWest Tisbury Martha's Vineyard
22h 39m
1 stop
ORD7:55 amChicago O'Hare Intl
Aug 27
ORD8:40 amChicago O'Hare Intl
23h 51m
1 stop
MVY9:31 amWest Tisbury Martha's Vineyard
$410
Find similar
JetBlue
Aug 15
MVY4:57 pmWest Tisbury Martha's Vineyard
6h 31m
1 stop
ORD10:28 pmChicago O'Hare Intl
Aug 17
ORD8:40 amChicago O'Hare Intl
6h 33m
1 stop
MVY4:13 pmWest Tisbury Martha's Vineyard
$418
Find similar

American Airlines flights from West Tisbury to Chicago

Our best American Airlines deals on West Tisbury to Chicago flight tickets
American Airlines
Aug 27
MVY12:00 pmWest Tisbury Martha's Vineyard
12h 25m
1 stop
ORD11:25 pmChicago O'Hare Intl
Aug 28
ORD6:06 amChicago O'Hare Intl
8h 31m
1 stop
MVY3:37 pmWest Tisbury Martha's Vineyard
$388
Find similar
American Airlines
Aug 21
MVY2:03 pmWest Tisbury Martha's Vineyard
8h 08m
1 stop
ORD9:11 pmChicago O'Hare Intl
Aug 25
ORD8:41 pmChicago O'Hare Intl
13h 48m
1 stop
MVY11:29 amWest Tisbury Martha's Vineyard
$411
Find similar
American Airlines
Aug 20
MVY2:03 pmWest Tisbury Martha's Vineyard
8h 08m
1 stop
ORD9:11 pmChicago O'Hare Intl
Aug 24
ORD8:20 amChicago O'Hare Intl
7h 56m
1 stop
MVY5:16 pmWest Tisbury Martha's Vineyard
$467
Find similar

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 August 7, 2025.
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

Wed 8/27

12:00 pm-11:25 pm

1 stop12h 25m

Chicago O'Hare Intl

Thu 8/28

6:06 am-3:37 pm

1 stop8h 31m

$388

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 8/25

10:16 am-7:55 am

1 stop22h 39m

Chicago O'Hare Intl

Wed 8/27

8:40 am-9:31 am

1 stop23h 51m

$410

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Thu 8/21

2:03 pm-9:11 pm

1 stop8h 08m

Chicago O'Hare Intl

Mon 8/25

8:41 pm-11:29 am

1 stop13h 48m

$411

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Wed 8/20

2:03 pm-9:11 pm

1 stop8h 08m

Chicago O'Hare Intl

Sun 8/24

8:20 am-5:16 pm

1 stop7h 56m

$467

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 8/25

12:32 pm-7:58 am

2 stops20h 26m

Chicago O'Hare Intl

Wed 8/27

8:54 pm-11:29 am

2 stops13h 35m

$550

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Thu 8/28

3:20 pm-8:47 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 8/31

9:25 am-2:40 pm

1 stop4h 15m

$553

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Mon 8/25

12:32 pm-6:57 am

2 stops19h 25m

Chicago O'Hare Intl

Wed 8/27

6:06 am-3:37 pm

1 stop8h 31m

$556

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 9/5

3:20 pm-8:47 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 9/7

7:10 am-2:40 pm

1 stop6h 30m

$558

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 8/22

2:03 pm-9:11 pm

1 stop8h 08m

Chicago O'Hare Intl

Sun 8/24

8:20 am-5:16 pm

1 stop7h 56m

$561

West TisburyChicago

MVY - ORD

MVYORD

West Tisbury Martha's Vineyard

Fri 9/5

11:44 am-6:02 pm

1 stop7h 18m

Chicago O'Hare Intl

Sun 9/7

7:00 am-1:33 pm

1 stop5h 33m

$578

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 $313. 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 $423.

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 in the afternoon when prices are around $351.

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?

You could potentially save up to 24% on your flight if you consider stops on a West Tisbury to Chicago flight.

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

Best Price Found

$101

Fastest flight time

4h 37m

Direct flights

Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from West Tisbury in the past 72 hours is $101. The best round-trip flight deal from West Tisbury to Chicago found on momondo in the last 72 hours is $388.
The fastest flight from West Tisbury to Chicago takes 4h 37m
Direct flights go from West Tisbury to Chicago on Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Chicago: 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 4h 49m.

  • 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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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