Cheap Flights from Chicago (ORD) to Plymouth (PYM)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal)

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Alternative airports near Plymouth

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Barnstable Municipal HYA. Cheapest option available. Average driving time to city center is 41 minutes. Flights from $495
HYA
Barnstable Municipal
Cheapest
Average driving time to city center41 min
Flights from $495

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal) cost?
Snag a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal)?
is the cheapest month to fly from ORD to PYM. Avoiding peak travel times is often the key to better flight prices.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal)?
To find the cheapest airline that'll fly you from ORD to PYM, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal)?
There aren't any daily nonstop flights available from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from ORD to PYM?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on a range of factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal)?
Opt for a flight from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal) that takes off before 3 PM to reduce the risk of delays and cancellations. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Plymouth from O'Hare Intl. Airport (ORD)?
Take a direct flight from O'Hare Intl. Airport (ORD) to Plymouth and touch down at Logan Intl. Airport (BOS). An alternative entry point into this destination is T.F. Green Airport (PVD).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal) last-minute?
Last-minute bookings from ORD to PYM are typically more expensive. To secure the best prices, start looking for flights well in advance. That said, if your travel plans are flexible, you may land a cheap fare right before you leave.
Is it cheaper to book an ORD to PYM flight and hotel package?
You'll generally save money by booking an ORD to PYM flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your preferred flights and accommodations, consider adding extras such as car rentals, tours and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Plymouth, MA (PYM-Plymouth Municipal)?
Generally, it's possible to cancel or reschedule your ORD to PYM flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Plymouth Municipal
Distance
881 mi

Book with confidence

Book with confidence

Chicago to Plymouth Flights

The cheapest times to fly from Chicago to Plymouth

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Plymouth are during the month of . You can find some of the cheapest flights from Chicago to Plymouth with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Plymouth

Sunday is one of the best days to book for cheap flights from Chicago to Plymouth: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Plymouth

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Plymouth in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Plymouth flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Plymouth airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Plymouth Flights

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*Available to One Key members.