$397 Cheap Flights from Chicago (MDW) to Provincetown (PVC)

View $397 flight on Mon, Nov 3, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Provincetown, MA (PVC-Provincetown Municipal)

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Cheap Flights from Chicago to Provincetown (MDW-PVC)

Prices were available within the past 7 days and start at $397 for one-way flights and $803 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Nov 3 - Fri, Nov 7
MDW
Chicago
PVC
Provincetown
$803 Roundtrip, found 13 hours ago
$803
Roundtrip
found 13 hours ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Provincetown, returning Fri, Nov 7, priced at $803 found 13 hours ago
Delta
Mon, Nov 3 - Fri, Nov 7
MDW
Chicago
PVC
Provincetown
$1,098 Roundtrip, found 1 day ago
$1,098
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Provincetown, returning Fri, Nov 7, priced at $1,098 found 1 day ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC) cost?
Get a cheap one-way flight from $397 or cheap return flight from $803 from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC)?
November is the least expensive month to fly from MDW to PVC. Planning your trip for the off-season is often the key to finding a great deal.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest MDW to PVC flight.
How many flights per day from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC)?
You'll need to hop on a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from MDW to PVC?
Generally you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* But this can change based on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC) route, travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**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 Provincetown from Midway Intl. Airport (MDW)?
If you're taking a direct flight from Midway Intl. Airport (MDW) to Provincetown, Logan Intl. Airport (BOS) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC) last-minute?
Last-minute bookings from MDW to PVC are generally more expensive. To secure the lowest rates, start searching for flights ahead of time. That said, if your travel plans are flexible, it's possible to score a cheap fare right before your journey.
Is it cheaper to book a MDW to PVC flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to PVC flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place will take the hassle out of travel planning. Just pick your flights and choose from our wide range of stays, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Provincetown Municipal Airport (PVC)?
In most instances, you can cancel or modify your MDW to PVC flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you'd like more details, visit our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Provincetown Municipal
Roundtrip price
$802
Distance
899 mi

Book with confidence

Chicago to Provincetown Flights

The cheapest times to fly from Chicago to Provincetown

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 Provincetown are during the month of November. You can find some of the cheapest flights from Chicago to Provincetown with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Provincetown

Sunday is one of the best days to book for cheap flights from Chicago to Provincetown: 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 Provincetown

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 Provincetown in 2025. You can also book with separate airlines for your outbound and return journeys, from $397 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 Provincetown 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 Provincetown 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 Provincetown Flights

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*Available to One Key members.