---
title: "Dayton to Pittsfield cheap flights (DAY to PSF) - Expedia"
description: "Compare cheap Flights from Dayton (DAY) to Pittsfield (PSF) start at for one-way and for round trip. Earn your airline miles on top of our rewards!"
canonical: "https://www.expedia.com/lp/flights/day/psf/dayton-to-pittsfield"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-14T13:51:08Z
---

# Cheap Flights from Dayton (DAY) to Pittsfield (PSF)

## Popular airlines from Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal)

[American Airlines](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])

[United](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}])

[Southwest Airlines](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}])

Southwest Airlin · es

[Delta](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])

[Frontier Airlines](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}])

[JetBlue Airways](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}])

[Alaska Airlines](https://www.expedia.com/Flights-Search?leg1=from:DAY,to:PSF,departure:11/28/2026TANYT&leg2=from:PSF,to:DAY,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}])

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## Book with confidence

### Dayton to Pittsfield Flights

#### The cheapest times to fly from Dayton to Pittsfield

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

#### The best time to book a flight from Dayton to Pittsfield

Sunday is one of the best days to book for cheap flights from Dayton to Pittsfield: 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 Dayton to Pittsfield

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 Dayton to Pittsfield in 2026\. 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 Dayton to Pittsfield 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](https://www.expedia.com/package-deals). Bundling together your Dayton to Pittsfield 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.*

## Frequently Asked Questions

### How much does a flight from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal) cost?

Snag a cheap one-way flight or cheap return flight from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.

### What is the cheapest month to fly from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal)?

Traveling in is a good way to save, as it's the cheapest month for flights between DAY and PSF. You'll typically find the lowest fares during off-peak months.

### What is the cheapest airline that flies from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal)?

To find the cheapest airline flying from DAY to PSF, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.

### How many flights per day from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal)?

Nonstop flights from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and click on either "1 Stop" or "2+ Stops."

### What day of the week has the most flights from DAY to PSF?

Friday is typically the busiest day for flights, while Tuesday is often the quietest.\* Just remember that flight schedules can vary depending on a range of factors, such as the time of year and airline.

*\*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.*

### What is the best time to fly from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal)?

Book a flight from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal) that leaves before 3 PM to reduce the likelihood of delays. Departures later than this 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.*

### Is it cheaper to buy a plane ticket from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal) last-minute?

Last-minute bookings from DAY to PSF are typically more expensive. For the best prices, start searching for flights as early as possible. That said, if you're flexible with your travel plans, you may land a cheap ticket right before your trip.

### Is it cheaper to book a DAY to PSF flight and hotel package?

Compared with arranging hotels and flights separately, booking a DAY to PSF [flight and hotel package](https://www.expedia.com/Pittsfield.d9478.Destination-Travel-Guides) with Expedia could lead to significant savings. Better yet, having everything in one convenient place will take the hassle out of planning your trip. Just pick your flights and choose from our extensive range of hotels, then personalize your trip with other add-ons like activities and car rentals.

### Can I cancel or change the date of my flight from James M. Cox Dayton Intl. Airport (DAY) to Pittsfield, MA (PSF-Pittsfield Municipal)?

Generally, it's possible to reschedule or cancel your DAY to PSF flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in [your itinerary](https://www.expedia.com/trips) to see what changes are possible and if any costs are involved. You'll also find more details on our [Customer Service portal](https://www.expedia.com/helpcenter).

## Travel information

| Origin airport      | Dayton Intl. Airport |
| ------------------- | -------------------- |
| Destination airport | Pittsfield, MA       |
| Distance            | 594 miles away       |

## Explore a world of travel with Expedia

- [Flights](?equalTargetTab=tab-0)
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- [Flights from New York (LGA) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/lga/psf/new-york-to-pittsfield)
- [Flights from Burlington (BTV) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/btv/psf/burlington-to-pittsfield)
- [Flights from Sacramento (SMF) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/smf/psf/sacramento-to-pittsfield)
- [Flights from Jacksonville (OAJ) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/oaj/psf/jacksonville-to-pittsfield)
- [Flights from New York (NYC) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/nyc/psf/new-york-to-pittsfield)
- [Flights from Houston (IAH) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/iah/psf/houston-to-pittsfield)
- [Flights from San Diego (MYF) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/myf/psf/san-diego-to-pittsfield)
- [Flights from St. Louis (STL) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/stl/psf/st-louis-to-pittsfield)
- [Flights from Roanoke (ROA) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/roa/psf/roanoke-to-pittsfield)
- [Flights from Houston (HOU) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/hou/psf/houston-to-pittsfield)
- [Flights from Montreal (YUL) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/yul/psf/montreal-to-pittsfield)
- [Flights from Orlando (MCO) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/mco/psf/orlando-to-pittsfield)
- [Flights from Louisville (SDF) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/sdf/psf/louisville-to-pittsfield)
- [Flights from Ithaca (ITH) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/ith/psf/ithaca-to-pittsfield)
- [Flights from Buffalo (BUF) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/buf/psf/buffalo-to-pittsfield)
- [Flights from Chicago (ORD) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/ord/psf/chicago-to-pittsfield)
- [Flights from Pittsburgh (PIT) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/pit/psf/pittsburgh-to-pittsfield)
- [Flights from Presque Isle (PQI) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/pqi/psf/presque-isle-to-pittsfield)
- [Flights from Milwaukee (MKE) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/mke/psf/milwaukee-to-pittsfield)
- [Flights from Bangor (BGR) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/bgr/psf/bangor-to-pittsfield)
- [Flights from Cleveland (CLE) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/cle/psf/cleveland-to-pittsfield)
- [Flights from Boston (BOS) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/bos/psf/boston-to-pittsfield)
- [Flights from Charleston (CHS) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/chs/psf/charleston-to-pittsfield)
- [Flights from Raleigh (RDU) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/rdu/psf/raleigh-to-pittsfield)
- [Flights from White Plains (HPN) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/hpn/psf/white-plains-to-pittsfield)
- [Flights from Reno (RNO) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/rno/psf/reno-to-pittsfield)
- [Flights from Kansas City (MCI) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/mci/psf/kansas-city-to-pittsfield)
- [Flights from Philadelphia (PHL) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/phl/psf/philadelphia-to-pittsfield)
- [Flights from San Diego (SDM) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/sdm/psf/san-diego-to-pittsfield)
- [Flights from Hyannis (HYA) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/hya/psf/hyannis-to-pittsfield)
- [Flights from West Palm Beach (PBI) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/pbi/psf/west-palm-beach-to-pittsfield)
- [Flights from Fargo (FAR) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/far/psf/fargo-to-pittsfield)
- [Flights from Allentown (ABE) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/abe/psf/allentown-to-pittsfield)
- [Flights from Sarasota (SRQ) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/srq/psf/sarasota-to-pittsfield)
- [Flights from Vineyard Haven (MVY) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/mvy/psf/vineyard-haven-to-pittsfield)
- [Flights from Greenville (GSP) to Westfield (BAF)](https://www.expedia.com/lp/flights/gsp/baf/greenville-to-westfield)
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- [Flights from New York (JFK) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/jfk/psf/new-york-to-pittsfield)
- [Flights from Portland (PDX) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/pdx/psf/portland-to-pittsfield)
- [Flights from San Jose (SJC) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/sjc/psf/san-jose-to-pittsfield)
- [Flights from Miami (MIA) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/mia/psf/miami-to-pittsfield)
- [Flights from Fayetteville (FAY) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/fay/psf/fayetteville-to-pittsfield)
- [Flights from Portsmouth (PSM) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/psm/psf/portsmouth-to-pittsfield)
- [Flights from Columbus (CMH) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/cmh/psf/columbus-to-pittsfield)
- [Flights from Seattle (SEA) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/sea/psf/seattle-to-pittsfield)
- [Flights from Dallas (DFW) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/dfw/psf/dallas-to-pittsfield)
- [Flights from Fort Myers (RSW) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/rsw/psf/fort-myers-to-pittsfield)
- [Flights from Ocean City (OCE) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/oce/psf/ocean-city-to-pittsfield)
- [Flights from Greenville (GSP) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/gsp/psf/greenville-to-pittsfield)
- [Flights from Orlando (SFB) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/sfb/psf/orlando-to-pittsfield)
- [Flights from Toronto (YYZ) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/yyz/psf/toronto-to-pittsfield)
- [Flights from Minneapolis (MSP) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/msp/psf/minneapolis-to-pittsfield)
- [Flights from Washington (IAD) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/iad/psf/washington-to-pittsfield)
- [Flights from Detroit (DET) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/det/psf/detroit-to-pittsfield)
- [Flights from Richmond (RIC) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/ric/psf/richmond-to-pittsfield)
- [Flights from Yuma (YUM) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/yum/psf/yuma-to-pittsfield)
- [Flights from Madison (MSN) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/msn/psf/madison-to-pittsfield)
- [Flights from Lexington (LEX) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/lex/psf/lexington-to-pittsfield)
- [Flights from Binghamton (BGM) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/bgm/psf/binghamton-to-pittsfield)
- [Flights from Syracuse (SYR) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/syr/psf/syracuse-to-pittsfield)
- [Flights from Charlotte (CLT) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/clt/psf/charlotte-to-pittsfield)
- [Flights from Los Angeles (LAX) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/lax/psf/los-angeles-to-pittsfield)
- [Flights from Columbia (CAE) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/cae/psf/columbia-to-pittsfield)
- [Flights from Greensboro (GSO) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/gso/psf/greensboro-to-pittsfield)
- [Flights from Las Vegas (LAS) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/las/psf/las-vegas-to-pittsfield)
- [Flights from Worcester (ORH) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/orh/psf/worcester-to-pittsfield)
- [Flights from Hartford (BDL) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/bdl/psf/hartford-to-pittsfield)
- [Flights from Knoxville (TYS) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/tys/psf/knoxville-to-pittsfield)
- [Flights from Atlanta (ATL) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/atl/psf/atlanta-to-pittsfield)
- [Flights from Atlanta (PDK) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/pdk/psf/atlanta-to-pittsfield)
- [Flights from Newark Liberty Intl. Airport (EWR) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/ewr/psf/newark-liberty-intl-airport-to-pittsfield)
- [Flights from Cincinnati (CVG) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/cvg/psf/cincinnati-to-pittsfield)
- [Flights from State College (SCE) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/sce/psf/state-college-to-pittsfield)
- [Flights from Kuwait City (KWI) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/kwi/psf/kuwait-city-to-pittsfield)
- [Flights from Phoenix (PHX) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/phx/psf/phoenix-to-pittsfield)
- [Flights from Springfield (SPI) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/spi/psf/springfield-to-pittsfield)
- [Flights from Spartanburg (SPA) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/spa/psf/spartanburg-to-pittsfield)
- [Flights from Indianapolis (IND) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/ind/psf/indianapolis-to-pittsfield)
- [Flights from Baltimore (BWI) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/bwi/psf/baltimore-to-pittsfield)
- [Flights from Memphis (MEM) to Pittsfield (PSF)](https://www.expedia.com/lp/flights/mem/psf/memphis-to-pittsfield)

\*Available to One Key members.

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