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Business Class Flight Deals from West Tisbury to Chicago from $383

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Stops

  • Up to 1 stop
    $755
  • Up to 2 stops
    $754

Airlines

  • American Airlines
    $754

Cabin Class

  • First
    $754

Departure Airports

  • Martha's Vineyard Airport
    $754

Arrival Airports

  • Chicago O Hare Airport
    $754

Layover Airports

  • General Edward Lawrence Logan International Airport
    $754
  • New York LaGuardia Airport
    $754
  • Philadelphia International Airport
    $767
  • Reagan Washington National Airport
    $754

Best Price. GUARANTEED.

Exclusively for Priceline Members
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On average save $240 per traveler
American Airlines Logo
American Airlines

07/29/25

MVY
4h 37m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
13h 59m
BOS
DCA

08/06/25

MVY
$754
American Airlines Logo
American Airlines

07/29/25

MVY
7h 23m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
9h 21m
DCA

08/05/25

MVY
$755
American Airlines Logo
American Airlines

07/29/25

MVY
7h 23m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
7h 28m
DCA

08/05/25

MVY
$755
American Airlines Logo
American Airlines

07/29/25

MVY
4h 37m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
7h 28m
DCA

08/05/25

MVY
$755
American Airlines Logo
American Airlines

07/29/25

MVY
4h 37m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
9h 21m
DCA

08/05/25

MVY
$755
American Airlines Logo
American Airlines

07/29/25

MVY
7h 26m
DCA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
9h 21m
DCA

08/05/25

MVY
$755
American Airlines Logo
American Airlines

07/29/25

MVY
7h 26m
DCA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
7h 28m
DCA

08/05/25

MVY
$755
American Airlines Logo
American Airlines

07/29/25

MVY
4h 37m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
6h 30m
PHL

08/05/25

MVY
$767
American Airlines Logo
American Airlines

07/29/25

MVY
7h 23m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
6h 30m
PHL

08/05/25

MVY
$767
American Airlines Logo
American Airlines

07/29/25

MVY
7h 26m
DCA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
4h 30m
PHL

08/05/25

MVY
$767
American Airlines Logo
American Airlines

07/29/25

MVY
7h 23m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
4h 30m
PHL

08/05/25

MVY
$767
American Airlines Logo
American Airlines

07/29/25

MVY
7h 26m
DCA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
6h 30m
PHL

08/05/25

MVY
$767
American Airlines Logo
American Airlines

07/29/25

MVY
4h 37m
LGA

07/29/25

ORD
American Airlines Logo
American Airlines

08/05/25

ORD
4h 30m
PHL

08/05/25

MVY
$767

Top Deals on flights Business Class from West Tisbury to Chicago

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
4h 37m
LGA

Jul 29

ORD

as low as

$383

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
7h 26m
DCA

Jul 29

ORD

as low as

$383

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
7h 23m
LGA

Jul 29

ORD

as low as

$383

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
5h 31m
LGA

Jul 29

ORD

as low as

$408

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
6h 5m
DCA

Jul 29

ORD

as low as

$418

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
7h 13m
DCA

Jul 29

ORD

as low as

$418

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
8h 8m
LGA

Jul 29

ORD

as low as

$436

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
5h 55m
PHL

Jul 29

ORD

as low as

$478

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
4h 53m
PHL

Jul 29

ORD

as low as

$488

West Tisbury, US (MVY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 29

MVY
4h 41m
DCA

Jul 29

ORD

as low as

$488

Frequently Asked Questions

What is the time difference between destination and arrival?
The time difference between Chicago and West Tisbury is typically one hour, with Chicago being one hour behind West Tisbury.
Is there a direct flight from West Tisbury to Chicago?
There is no direct flight from West Tisbury to Chicago. The cheapest option is a 1 stop flight with American Airlines at a price of $754, with a layover at New York LaGuardia Airport.
Are there convenient layover flights from West Tisbury to Chicago?
Yes, there is a convenient layover flight from Martha's Vineyard Airport to Chicago O Hare Airport with American Airlines at a price of $754. The flight includes a layover at New York LaGuardia Airport and has a total flight time of 4 hours 37 minutes.
What are the most convenient layover airports for my flight?
For your flight from West Tisbury to Chicago, convenient layover airports include New York LaGuardia, Washington Dulles, Philadelphia International, Boston Logan, and Charlotte Douglas.
What is the cheapest and fastest flight from West Tisbury to Chicago?
The cheapest and fastest flight is with American Airlines, priced at $754, featuring 1 stop and a flight time of 4 hours 37 minutes.
What are all possible destination arrival airports?
Possible destination arrival airports for your flight include Chicago O'Hare Airport, with layovers at New York LaGuardia Airport.