ORD - MVY

$79 Find Cheap Flights from Chicago to West Tisbury - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to West Tisbury departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to West Tisbury

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to West Tisbury, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to West Tisbury, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$158
JetBlue
Tue 8/25Tue 9/1
ORD - MVY • 1 stop
Cheapest non-stop
$546
American Airlines
Sat 6/27Sat 7/4
ORD - MVY • Non-stop
Nonstop flights
1 day a week
Sat
You can fly direct with American Airlines. Average duration is 2h 46m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
JetBlue
Cheapest • from $158 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
New York (JFK)
Cheapest • Avg $287 (round-trip)
New York (LGA)
Shortest trip • 4h 22m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to West Tisbury!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to West Tisbury (ORD-MVY)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to West Tisbury that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to West Tisbury

Tue, Aug 25 - Tue, Sep 1
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:05 pm - 9:55 pm
MVY
-
ORD
5h 50m
1 stop
$158JetBlue
Thu, Aug 20 - Tue, Sep 1
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:05 pm - 9:55 pm
MVY
-
ORD
5h 50m
1 stop
$166JetBlue
Wed, Jul 15 - Wed, Jul 22
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
$168JetBlue
Tue, Aug 11 - Wed, Aug 26
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:05 pm - 9:55 pm
MVY
-
ORD
5h 50m
1 stop
$174JetBlue
Tue, Aug 11 - Thu, Aug 27
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:05 pm - 9:55 pm
MVY
-
ORD
5h 50m
1 stop
$182JetBlue
Wed, Jul 15 - Wed, Jul 22
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
$190JetBlue
Tue, Jul 21 - Sat, Jul 25
JetBlue Logo
9:40 am - 4:10 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:26 pm - 9:58 pm
MVY
-
ORD
5h 32m
1 stop
$202JetBlue
Sat, Jun 27 - Mon, Jun 29
JetBlue Logo
10:05 am - 4:09 pm
ORD
-
MVY
5h 04m
1 stop
JetBlue Logo
5:05 pm - 9:30 pm
MVY
-
ORD
5h 25m
1 stop
$209JetBlue
Sat, Aug 22 - Mon, Aug 31
JetBlue Logo
10:11 am - 4:10 pm
ORD
-
MVY
4h 59m
1 stop
JetBlue Logo
5:05 pm - 9:55 pm
MVY
-
ORD
5h 50m
1 stop
$237JetBlue
Thu, Aug 20 - Mon, Aug 31
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
JetBlue Logo
5:05 pm - 9:55 pm
MVY
-
ORD
5h 50m
1 stop
$245JetBlue
Booking Insights

KAYAK's insights & trends for Chicago to West Tisbury flights

Get data-powered insights and trends into flights from Chicago to West Tisbury to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago to West Tisbury?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Chicago to West Tisbury were found on JetBlue ($158) and American Airlines ($353).

Find deals

Good to know

Cheapest flight$79
Flight from Chicago to West Tisbury

When to book flights from Chicago to West Tisbury

Are your dates flexible? Find out the best times to travel from Chicago to West Tisbury based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to West Tisbury flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to West Tisbury?

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to West Tisbury was $79 for a one-way ticket and $158 for a round-trip.

  • Do I need a passport to fly between Chicago and West Tisbury?

    A passport is not required to fly from Chicago to West Tisbury.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to West Tisbury?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to West Tisbury flight route.

  • Which aircraft models fly most regularly from Chicago to West Tisbury?

    The Embraer 175 is the aircraft model that flies most regularly on the Chicago to West Tisbury flight route.

  • Which airline alliances offer flights from Chicago to West Tisbury?

    oneworld is the only airline alliance operating flights between Chicago and West Tisbury.

  • On which days can I fly direct from Chicago to West Tisbury?

    You can catch a nonstop flight from Chicago to West Tisbury on Saturday.

  • How does KAYAK find such low prices on flights from Chicago to West Tisbury?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to West Tisbury.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to West Tisbury?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to West Tisbury from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to West Tisbury?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to West Tisbury with an airline and back to Chicago with another airline. Booking your flights between Chicago and MVY can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to West Tisbury?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to West Tisbury from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Chicago to West Tisbury?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to West Tisbury Martha's Vineyard.
Find which airlines fly direct from Chicago O'Hare Intl Airport to West Tisbury Martha's Vineyard Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to West Tisbury Martha's Vineyard

Saturday

American Airlines

American Airlines

See more direct flights

Direct returns

West Tisbury Martha's Vineyard to Chicago O'Hare Intl

Saturday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from Chicago to West Tisbury

 
See real verified KAYAK customer reviews for airlines flying from Chicago to West Tisbury. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to West Tisbury? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11670 reviews
7.5Boarding
7.2Comfort
6.8Entertainment
6.4Food
7.9Crew
Airline reviews

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

2.0 MediocreGirish, Jun 2026
ORD - DFW
Read more American Airlines reviews

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

Everything you need to know for your flight from Chicago to West Tisbury

Information on your arrival and departure airports

Chicago (ORD)
West Tisbury (MVY)