Book Cheap JetBlue Airways flight from Chicago (ORD) to Vineyard Haven (MVY) from CA $584

Find The Best Day to Book a Cheap JetBlue Airways Flights From Chicago to Vineyard Haven

Cheapest JetBlue Airways Flights from Chicago (ORD) to Vineyard Haven (MVY)

The cheapest flights to Martha's Vineyard found within the past 7 days were round trip and CA $584 one way. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I catch a flight from ORD to Martha's Vineyard Airport right now?
Ensure you go to the Covid-19 Travel Advisor to learn if there are any present quarantine requirements or travel advice reports in effect in Martha's Vineyard Airport when flying from O'Hare Intl. Airport (ORD).
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Martha's Vineyard Airport (MVY), please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Grab a great JetBlue Airways flight from ORD to MVY 

To find a great deal on JetBlue Airways flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights. 

Flying JetBlue Airways Chicago to Massachusetts gives you fights to choose from. With that direct flight time of , you’ll be touching down before you know it.  

 

Find cheap flights with JetBlue Airways between Chicago and Massachusetts 

JetBlue Airways has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Chicago to Massachusetts with JetBlue Airways are July.  

The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.  

 

Reasons to book your JetBlue Airways flights with Travelocity 

Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.  

JetBlue Airways Airports
Hop on a(n) JetBlue Airways flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
BOSUSALogan Intl.62
JFKUSAJohn F. Kennedy Intl.30
SJUPRILuis Munoz Marin Intl.29
FLLUSAFort Lauderdale - Hollywood Intl.18
MCOUSAOrlando Intl.12
STTVIRCyril E. King11
STXVIRHenry E. Rohlsen9
DCAUSARonald Reagan Washington National7
TPAUSATampa Intl.7
RSWUSASouthwest Florida Intl.6

Travelers ❤️ these 🏨 after their flight to Vineyard Haven

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

West Tisbury MA
Stay at this vacation home in Vineyard Haven. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Long Point Wildlife Refuge and ...
9/10 Wonderful! (38 reviews)
This was an excellent stay. Even with a blizzard arriving at the same time, there was no issue. A great view of a nature, serene and quiet. The home was convenient, clean, and very comfortable. As was our host. He could not be more accommodating, i cannot wait to return for another visit.

Reviewed on Jan 28, 2026

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Quaint home across from bike paths with large furnished deck, grill, & W/D

Quaint home across from bike paths with large furnished deck, grill, & W/D

West Tisbury MA
Stay at this vacation home in Vineyard Haven. Enjoy a garden, laundry facilities, and patios. Popular attractions Clay Cliffs of Aquinnah and The Grey Barn and ...
10/10 Exceptional! (5 reviews)
Very clean house, very family friendly, loved the games closet and proximity to both sides of the island. Would love to stay here again if we have the opportunity.

Reviewed on Oct 9, 2025

Quaint home across from bike paths with large furnished deck, grill, & W/D
Centrally located Island getaway with bike path access, patio, W/D, & games

Centrally located Island getaway with bike path access, patio, W/D, & games

Edgartown MA
Stay at this vacation home in Edgartown. Enjoy a garden, laundry facilities, and patios. Popular attractions Gus Ben David's World of Reptiles and Birds Park ...
6.8/10 (3 reviews)
Cozy cabin feel, nicely appointed. Would definitely do again.

Reviewed on Nov 29, 2025

Centrally located Island getaway with bike path access, patio, W/D, & games
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.