Cheap flights from Chicago to Martha's Vineyard

Flights overview

Useful information for finding cheap flights from Chicago to Martha's Vineyard and booking your next trip
Cheapest round-trip flights $406
American 1 stop 8 hr Sat, Jul 11 — Mon, Jul 13
The cheapest round-trip flight from Chicago to Martha's Vineyard is currently $406
Cheapest one-way flight $201
JetBlue 1 stop 6 hr Wed, Jul 8
The cheapest one-way flight from Chicago to Martha's Vineyard is currently $201
Last-minute weekend getaway $797
Cape Air, United 2 stops 19 hr Sat, May 9 — Sun, May 10
The cheapest last-minute weekend getaway from Chicago to Martha's Vineyard is currently $797
Cheapest business class flights $746
American 1 stop 8 hr Sat, Jul 11 — Mon, Jul 13
The cheapest business class round-trip flight from Chicago to Martha's Vineyard is currently $746
Fastest flight 2 hr 43 min The fastest nonstop flight from Chicago to Martha's Vineyard takes 2 hr 43 min

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Martha's Vineyard is typically August. The most expensive month to fly is typically May.
August
Cheapest
Typical prices: $395–740
May
Most expensive
Typical prices: $680–860

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Martha's Vineyard

  • Martha's Vineyard Airport (MVY) (MVY)
    Martha's Vineyard United States 9 min 1 mi
  • Boston Logan International Airport (BOS)
    Boston United States 2 hr 37 min 70 mi
  • Rhode Island T.F. Green International Airport (PVD)
    Providence United States 2 hr 39 min 47 mi
  • Nantucket Memorial Airport-ACK (ACK)
    Nantucket United States 2 hr 41 min 31 mi

Frequently asked questions about flying from Chicago to Martha's Vineyard

The cheapest flights from Chicago to Martha's Vineyard are usually in August. Typical ticket prices in August range from $395 to $740.
The cheapest round-trip flight from Chicago to Martha's Vineyard recently found on Google Flights was with American from $406. The cheapest one-way flight was with JetBlue from $201.
The cheapest round-trip flight from Chicago to Martha's Vineyard starts at $406 from Sat, Jul 11 to Mon, Jul 13. The cheapest one-way flight starts at $201 and departs on Wed, Jul 8.
2 hr 43 min is the shortest flight time from Chicago to Martha's Vineyard.
Warm summer (Jun–Sep) is peak travel season. Many events are held in during this time including: the Oak Bluffs Harbor Festival (Jun), a daylong street fair; the Book Festival (Aug), which celebrates local literary heritage; Built On Stilts (Aug), a dance festival; and the International Film Festival (Sep). In Oct, the Food & Wine Festival showcases local and global products. Some businesses close during the cold off-season (Nov–Apr), but lodging is considerably cheaper.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Martha's Vineyard.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
The cheapest round-trip flight from Chicago to Martha's Vineyard recently found on Google Flights was with American from $406. The cheapest one-way flight was with JetBlue from $201.
The cheapest last-minute deal between Chicago and Martha's Vineyard at price $797 is offered by Cape Air, United from Sat, May 9 to Sun, May 10.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Martha's Vineyard, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Martha's Vineyard start at $746 from Sat, Jul 11 to Mon, Jul 13 with American.
The cheapest economy class round-trip flights between Chicago and Martha's Vineyard start at $406 from Sat, Jul 11 to Mon, Jul 13.
To book business class trips from Chicago to Martha's Vineyard, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Martha's Vineyard starts at $797 from Sat, May 9 to Sun, May 10 with Cape Air, United.
The cheapest last-minute deal between Chicago and Martha's Vineyard at price $797 is offered by Cape Air, United from Sat, May 9 to Sun, May 10.
To find last-minute flight deals from Chicago to Martha's Vineyard, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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