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Flight Deals from Chicago to West Tisbury from $236

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Bundle + Save

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Stops

  • Up to 1 stop
    $543

Airlines

  • American Airlines
    $690
  • JetBlue
    $543

Cabin Class

  • Economy
    $543

Departure Airports

  • Chicago O Hare Airport
    $543

Arrival Airports

  • Martha's Vineyard Airport
    $543

Layover Airports

  • General Edward Lawrence Logan International Airport
    $543
  • New York John F Kennedy Airport
    $745
  • New York LaGuardia Airport
    $690
  • Philadelphia International Airport
    $787
  • Reagan Washington National Airport
    $731

Best Price. GUARANTEED.

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

07/27/25

ORD
23h 51m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
22h 39m
BOS

08/04/25

ORD
$543
JetBlue Logo
JetBlue

07/27/25

ORD
14h 55m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
22h 39m
BOS

08/04/25

ORD
$573
JetBlue Logo
JetBlue

07/27/25

ORD
6h 33m
BOS

07/27/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
22h 39m
BOS

08/04/25

ORD
$684
American Airlines Logo
American Airlines

07/27/25

ORD
8h 45m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
18h 7m
LGA

08/04/25

ORD
$690
American Airlines Logo
American Airlines

07/27/25

ORD
10h 18m
DCA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
6h 23m
DCA

08/03/25

ORD
$731
JetBlue Logo
JetBlue

07/27/25

ORD
23h 51m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
24h 56m
JFK

08/04/25

ORD
$745
JetBlue Logo
JetBlue

07/27/25

ORD
23h 51m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
12h 5m
JFK

08/03/25

ORD
$745
American Airlines Logo
American Airlines

07/27/25

ORD
5h 35m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
6h 23m
DCA

08/03/25

ORD
$747
American Airlines Logo
American Airlines

07/27/25

ORD
8h 45m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
6h 23m
DCA

08/03/25

ORD
$765
JetBlue Logo
JetBlue

07/27/25

ORD
14h 55m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
24h 56m
JFK

08/04/25

ORD
$775
JetBlue Logo
JetBlue

07/27/25

ORD
14h 55m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
12h 5m
JFK

08/03/25

ORD
$775
American Airlines Logo
American Airlines

07/27/25

ORD
5h 35m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
18h 7m
LGA

08/04/25

ORD
$784
American Airlines Logo
American Airlines

07/27/25

ORD
5h 49m
PHL

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
6h 23m
DCA

08/03/25

ORD
$787
American Airlines Logo
American Airlines

07/27/25

ORD
8h 29m
DCA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
6h 23m
DCA

08/03/25

ORD
$790
American Airlines Logo
American Airlines

07/27/25

ORD
10h 18m
DCA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
4h 38m
LGA

08/03/25

ORD
$821
American Airlines Logo
American Airlines

07/27/25

ORD
10h 18m
DCA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
5h 57m
LGA

08/03/25

ORD
$821
American Airlines Logo
American Airlines

07/27/25

ORD
5h 35m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
15h 21m
DCA

08/04/25

ORD
$831
American Airlines Logo
American Airlines

07/27/25

ORD
5h 35m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
4h 38m
LGA

08/03/25

ORD
$837
American Airlines Logo
American Airlines

07/27/25

ORD
5h 35m
LGA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
5h 57m
LGA

08/03/25

ORD
$837
American Airlines Logo
American Airlines

07/27/25

ORD
5h 49m
PHL

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
4h 38m
LGA

08/03/25

ORD
$877
American Airlines Logo
American Airlines

07/27/25

ORD
5h 49m
PHL

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
5h 57m
LGA

08/03/25

ORD
$877
American Airlines Logo
American Airlines

07/27/25

ORD
8h 29m
DCA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
5h 57m
LGA

08/03/25

ORD
$880
American Airlines Logo
American Airlines

07/27/25

ORD
8h 29m
DCA

07/27/25

MVY
American Airlines Logo
American Airlines

08/03/25

MVY
4h 38m
LGA

08/03/25

ORD
$880
JetBlue Logo
JetBlue

07/27/25

ORD
6h 33m
BOS

07/27/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
12h 5m
JFK

08/03/25

ORD
$886
JetBlue Logo
JetBlue

07/27/25

ORD
6h 33m
BOS

07/27/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
24h 56m
JFK

08/04/25

ORD
$886
JetBlue Logo
JetBlue

07/27/25

ORD
19h 34m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
24h 56m
JFK

08/04/25

ORD
$916
JetBlue Logo
JetBlue

07/27/25

ORD
19h 34m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
12h 5m
JFK

08/03/25

ORD
$916
JetBlue Logo
JetBlue

07/27/25

ORD
15h 40m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
12h 5m
JFK

08/03/25

ORD
$946
JetBlue Logo
JetBlue

07/27/25

ORD
6h 20m
BOS

07/27/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
24h 56m
JFK

08/04/25

ORD
$946
JetBlue Logo
JetBlue

07/27/25

ORD
16h 21m
BOS

07/28/25

MVY
JetBlue Logo
JetBlue

08/03/25

MVY
12h 5m
JFK

08/03/25

ORD
$946

Top Deals on flights from Chicago to West Tisbury

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

JetBlue Logo
JetBlue

Jul 28

ORD
23h 51m
BOS

Jul 29

MVY

as low as

$236

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

American Airlines Logo
American Airlines

Jul 28

ORD
13h 56m
DCA

Jul 29

MVY

as low as

$253

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

American Airlines Logo
American Airlines

Jul 28

ORD
20h 17m
DCA

Jul 29

MVY

as low as

$253

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

American Airlines Logo
American Airlines

Jul 28

ORD
18h 48m
DCA

Jul 29

MVY

as low as

$253

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

American Airlines Logo
American Airlines

Jul 28

ORD
16h 22m
LGA

Jul 29

MVY

as low as

$294

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

JetBlue Logo
JetBlue

Jul 28

ORD
16h 4m
BOS

Jul 29

MVY

as low as

$317

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

American Airlines Logo
American Airlines

Jul 28

ORD
4h 30m
PHL

Jul 28

MVY

as low as

$328

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

American Airlines Logo
American Airlines

Jul 28

ORD
6h 30m
PHL

Jul 28

MVY

as low as

$328

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

American Airlines Logo
American Airlines

Jul 28

ORD
6h 47m
LGA

Jul 28

MVY

as low as

$328

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

American Airlines Logo
American Airlines

Jul 28

ORD
4h 47m
LGA

Jul 28

MVY

as low as

$328

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

American Airlines Logo
American Airlines

Jul 28

ORD
5h
BOS

Jul 28

MVY

as low as

$366

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

 Logo

Jul 28

ORD
10h 38m
BOS

Jul 29

MVY

as low as

$380

Frequently Asked Questions

Are there convenient layover flights from Chicago to West Tisbury?
Yes, there are convenient 1 stop flights from Chicago O Hare Airport to Martha's Vineyard Airport. JetBlue offers a flight at $543 with a layover at General Edward Lawrence Logan International Airport, taking 23 hours 51 minutes. American Airlines offers a flight at $690 with a layover at New York LaGuardia Airport, taking 8 hours 45 minutes.
What are the most convenient layover airports for my flight?
For your flight from Chicago to West Tisbury, consider layovers at Logan International Airport (JetBlue) and LaGuardia Airport (American Airlines) for convenient connections.
What is the cheapest and fastest flight from Chicago to West Tisbury?
The cheapest flight is with JetBlue for $543, taking 23 hours 51 minutes. The fastest flight is with American Airlines for $747, taking 5 hours 35 minutes.
What are all possible destination arrival airports?
The possible destination arrival airports for your flight are Martha's Vineyard Airport, General Edward Lawrence Logan International Airport, and New York LaGuardia Airport.
What is the time difference between destination and arrival?
The time difference between Chicago and West Tisbury is typically one hour, with West Tisbury being ahead of Chicago.
Is there a direct flight from Chicago to West Tisbury?
There is no direct flight from Chicago to West Tisbury. The available flights are 1 stop flights operated by JetBlue at $543 and American Airlines at $690.