Cheap flights from Chicago to Marthas Vineyard

Chicago FSS
CHI
Martha's Vineyard
MVY

Flight deals from Chicago to Marthas Vineyard

Below you can see the best deals on flights Chicago — Marthas Vineyard for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 25 August, from $374.

Top 10 cheap flights from Chicago to Marthas Vineyard

About the Chicago — Marthas Vineyard flight

Looking for cheap flights from Chicago to Marthas Vineyard? Compare fares from different airlines, check the flight schedule and travel time — and book your Chicago — Marthas Vineyard ticket online at the best price.

The route has direct flights — around 3 flights per week, flights are operated by American Airlines, a nonstop flight takes about 4 h 15 min, the distance between the cities is around 1,414 km.

Planning your trip? You may find our Marthas Vineyard travel guide, how to get from the airport into town and Marthas Vineyard weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $374Min. price
AugustCheapest
AugustPeak season
YesDirect flights
1,414 kmDistance
4 h 15 minTravel time
1Airlines
3 / wkFlights

Flight ticket prices by day: Chicago — Marthas Vineyard

Below is a calendar of the lowest flight ticket prices for Chicago — Marthas Vineyard by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $374 in August, and the most expensive are around $374 in August. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--

Prices by month

Average one-way fares from Chicago to Marthas Vineyard by month. Tickets are usually cheapest in January (around $205) and priciest in August (about $387) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$205lowMay$251mediumSep$296medium
Feb$205lowJun$319highOct$251medium
Mar$217lowJul$376highNov$217low
Apr$228mediumAug$387highDec$228medium

Some values are estimated based on seasonality.

When to fly

Weather in Marthas Vineyard: it is warmest in August (up to 23 °C on average) and coolest in January (around 5 °C). The driest month is July.

Tickets are usually cheapest in August and most expensive in August. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Marthas Vineyard

Dry and wet days · Marthas Vineyard

Wind speed and direction · Marthas Vineyard

We'll let you know if you need a visa

Enter your destination or
Your nationality
Destination

How to get the best deal on a Chicago — Marthas Vineyard ticket

  • Book ahead: fares for Chicago — Marthas Vineyard are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Chicago is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Marthas Vineyard is usually August — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Chicago — Marthas Vineyard route are operated by 1 airline; American Airlines runs the most flights (around 100% of all flights). Compare carriers, flight shares and schedules below.

  • American AirlinesAA
    1x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → MVY1x/week
    100.0%Open →

Cities and airports on the Chicago — Marthas Vineyard route

Flights Chicago — Marthas Vineyard depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Martha's Vineyard Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Marthas Vineyard

MVY
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

Interesting articles about Marthas Vineyard

Wine Glossary: A Useful Guide for EnotourismUseful information

Wine Glossary: A Useful Guide for Enotourism

If you are planning a trip to the vineyards, you have probably noticed a few unfamiliar words. Therefore, we have compiled a small glossary of popular wine terms to make your journey clearer and simpl…

Interesting

10 Most Unusual Beaches in the World

Do you love beach holidays but are tired of ordinary beaches? Read our review of the ten most unusual beaches in the world; they will surely not leave you indifferent. 1. Glass Beach, Fort Bragg, Cali…

Useful information

The most delicious dishes for economy class passengers.

Sometimes, even in economy, you can feel like a business class passenger. Don’t believe it? Just take a look at the dishes offered by some airlines in their economy classes. Alaska Airlines Chili bris…

Greek Islands: Choosing a Holiday DestinationTravel Ideas

Greek Islands: Choosing a Holiday Destination

Feta cheese and olives are great, of course. But there’s also another Greece to visit for a holiday and explore the history of a country famous for its views and myths. Combining pleasure with benefit…

Best Caribbean Islands to Visit in 2026Travel Ideas

Best Caribbean Islands to Visit in 2026

The Caribbean in 2026 is the world’s main ‘decompression zone’. While the rest of the world rushes somewhere, here time stands still between the third and fourth rum cocktail. Choosing ‘your’ island i…

Naked Society: Where Do Nudists Relax?Interesting

Naked Society: Where Do Nudists Relax?

When did people dare to shed their swimsuits and surrender their naked bodies to the power of sunbeams and sea waves? The relationship between humans and clothing began in deep antiquity. In ancient t…

Frequently asked questions about the Chicago — Marthas Vineyard flight

How long is the flight from Chicago to Marthas Vineyard?

A nonstop Chicago — Marthas Vineyard flight takes about 4 h 15 min — the distance between the cities is around 1,414 km.

How far is it from Chicago to Marthas Vineyard?

The distance from Chicago to Marthas Vineyard is about 1,414 km, which a nonstop flight covers in around 4 h 15 min.

Are there direct flights from Chicago to Marthas Vineyard?

Yes, there are nonstop flights Chicago — Marthas Vineyard — around 3 flights per week.

Which airlines fly from Chicago to Marthas Vineyard?

Airlines operating Chicago — Marthas Vineyard include American Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Chicago — Marthas Vineyard flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at Martha's Vineyard Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Chicago to Marthas Vineyard?

The price of a Chicago — Marthas Vineyard ticket depends on your travel date, season and demand: it is usually cheapest to fly in August, and most expensive in August. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Chicago — Marthas Vineyard?

Flights Chicago — Marthas Vineyard are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is August. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Chicago to Marthas Vineyard?

To catch a low fare Chicago — Marthas Vineyard, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually August.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverLondonNashvilleIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

Where else you can fly from Marthas Vineyard

See all
BostonNew York CityWashington, D.C.HyannisPhiladelphiaNantucketSyracuseBurlingtonQuebec City

We use cookies and services to collect user information. This is essential for the functioning of the site and for marketing purposes. You can find out more in .