Cheap Flights to Pittsfield from $29

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How Much Does it Cost To Fly To Pittsfield?

The cheapest prices found with in the last 7 days for return flights were $362 and $29 for one-way flights to Pittsfield for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHQuincyApril 28 to May 6$362
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHQuincyApril 28 to May 6$362
*Prices include taxes and fees

Pittsfield Flight Information

Traveling to
Pittsfield
Lowest Price
$362
Number of Airlines Serving
Airlines Serving
Southern Airways Express, United
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Pittsfield

Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
The price is $63 per night from Apr 28 to Apr 29
$63
per night
Apr 28 - Apr 29
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located ...
6.6/10 (96 reviews)
"The owners were great,very nice!!"

Reviewed on Sep 4, 2023

Rodeway Inn
Monroe Street Suites

Monroe Street Suites

2.5 out of 5
221 S Monroe St, Pittsfield, IL
The price is $75 per night from Apr 21 to Apr 22
$75
per night
Apr 21 - Apr 22
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
9.4/10 Exceptional! (43 reviews)
"Probably one of the coolest places I have ever stayed. It was very clean and nice. Would definitely recommend as well as stay there again."

Reviewed on Mar 30, 2024

Monroe Street Suites
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is $86 per night from Apr 20 to Apr 21
$86
per night
Apr 20 - Apr 21
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike ...
9.2/10 Wonderful! (203 reviews)
A Hidden Gem
"This is the most quaint and precious little boutique hotel. It is located right on the square. My room had a perfect view of the local city hall. Both the lobby and my room were decorated with original time-oriented pieces. I absolutely LOVED this place and will definitely stay here again!!"

Reviewed on Mar 25, 2024

William Watson Hotel
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Green Acres Hotel
Great for families

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
The price is $109 per night from Apr 20 to Apr 21
$109
per night
Apr 20 - Apr 21
Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
8.4/10 Very Good! (110 reviews)

Families like: Extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"American family ran hotel that is extremely clean. Very quiet. All staff polite and professional. Will be staying at same hotel in July for a family wedding. My only recommendation would be to make your reservations early as it fills up quickly. It is a very popular destination."

Reviewed on Apr 6, 2024

Green Acres Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Pittsfield Flight and Hotel Packages

Pittsfield flight + hotel packages - economy flights

AmericInn by Wyndham Quincy
Microtel Inn & Suites by Wyndham Quincy
Stoney Creek Inn Quincy
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Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Pittsfield?
A total of 12 airlines fly to Pittsfield, which means you have plenty of choice. Worldly wanderers often recommend flying with:

  • Southwest Airlines
  • American Airlines
  • Delta Air Lines

Where to stay in Pittsfield
Get your Pittsfield journey off on the right foot by reserving your lodgings through Travelocity. You’ll find at least 12 options to choose from, all within a reasonable distance of the center.Nothing beats the thrill of booking your accommodations for your next getaway. But after spending loads of time comparing prices and amenities, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like the Monroe Street Suites and the William Watson Hotel?
Places to visit in Pittsfield
Old Orchard Country Club is an excellent place to play a few rounds and forge new friendships. Need some more ideas? Try to imagine life many years in the past while you’re on a tour of the local historic house, John Greene Shastid House. And that’s not all. A tour of Pike County Historic Museum, a well-respected history museum, is always sure to be memorable and educational.
How to get through airport security fast when traveling to Pittsfield
Your trip to Pittsfield kicks off as soon as you’ve completed all the security checks. We’ve summarized a few hints and tips to help you get through quickly:

  • Make sure your travel ID and boarding pass are easily accessible. You will be instructed to show them straightaway.
  • Belts, wallets and power banks are to be put in a bin for X-raying. If you walk into the body scanner with any of these items, you’ll be requested to turn back and remove them.
  • Digital cameras, laptops and other electronic devices must be placed in a tub to be X-rayed.
  • When you get to the security checkpoint, you’ll be asked to place all creams, gels and liquids in a separate tray for inspection. Make sure they’re all in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Consider the type of footwear you want to fly in. Slippers are great because they’re a cinch to slip out of when you’re doing the airport security checks. Try wearing a pair on your next flight!
  • Pack any multi-tools or other pointy items inside your checked luggage. Airport security won’t permit these on the aircraft.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Pittsfield

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Pittsfield. Browse through our inventory to explore a wide range of cheap flights to Pittsfield to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Pittsfield as you anxiously await to exit the plane and explore what Pittsfield has to offer. Considering all the amazing local food and culture in Pittsfield, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Pittsfield to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Pittsfield without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Pittsfield with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Pittsfield today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.