Flight Pittsfield, MA - Chicago, IL prices from $235.93

28/04/2024
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$235.93

Pittsfield, MA to Chicago, IL by flight

The journey from Pittsfield, MA to Chicago, IL by flight is 1,189.28 km and takes 5 hrs 1 min. There are 57 connections per day, with the first departure at 6:15 a.m. and the last at 11:40 p.m.. It is possible to travel from Pittsfield, MA to Chicago, IL by flight for as little as $235.93 or as much as $10,957.80. The best price for this journey is $235.93.

Lowest Price$235.93
Journey Duration5 hrs 1 min
Connection per Day57
Lowest Price$235.93
Highest Price$10,957.80
First Departure6:15 a.m.
Last Departure11:40 p.m.
Distance1,189.28 km
DeparturePittsfield, MA
ArrivalChicago, IL
CarriersJetBlue, Cape AirMore

Your journey from Pittsfield, MA to Chicago, IL with Virail

Virail's search tool will provide you with the options you need when you want to go from Pittsfield, MA to Chicago, IL. All you need to do is enter the dates of your planned journey, and let us take care of everything else. Our engine does the hard work, searching through thousands of routes offered by our trusted travel partners to show you options for traveling by train, bus, plane, or carpool. You can filter the results to suit your needs. There are a number of filtering options, including price, one-way or round trip, departure or arrival time, duration of journey, or number of connections. Soon you'll find the best choice for your journey. When you're ready, Virail will transfer you to the provider's website to complete the booking. No matter where you're going, get there with Virail.

How much will I pay for plane tickets from Pittsfield, MA to Chicago, IL?

The cheapest plane tickets from Pittsfield, MA to Chicago, IL cost $235.93. On average, you can expect to spend around $595.43 for your plane ticket. Virail will help you find a journey that fits your budget. You can expect prices to vary between different travel providers and methods of transport; often, faster journeys will cost more than slower routes. If your travel dates are flexible, you might be able to find cheaper plane tickets, as prices may fluctuate a little from day to day. You may also find lower prices by booking at certain times of day, avoiding rush hour traffic. Another tip for travelers on a tight budget is to look for connecting journeys. Sometimes it can be cheaper to make a change or two along the way, rather than traveling on a direct route from Pittsfield, MA to Chicago, IL.
Unfortunately, no price was found for your trip from Pittsfield, MA to Chicago, IL. Selecting a new departure or arrival city, without dramatically changing your itinerary could help you find price results.

How long does it take to get from Pittsfield, MA to Chicago, IL by plane?

The distance between Pittsfield, MA and Chicago, IL is approximately 1,189.28 km. In general, it will take you about 5 hrs 1 min to complete the journey between the two cities. However, it is important to remember that journey times may vary according to a number of factors, including seasonal weather conditions, local events or diversions. Keep this in mind if you are intending to make a later connection, and always plan accordingly. The distance between Pittsfield, MA and Chicago, IL is around 1,189.28 km. Depending on the exact route and provider you travel with, your journey time can vary. On average, this journey will take approximately 5 hrs 1 min. However, the fastest routes between Pittsfield, MA and Chicago, IL take 1 hr 25 mins. If a fast journey is a priority for you when traveling, look out for express services that may get you there faster. Some flexibility may be necessary when booking. Often, these services only leave at particular times of day - or even on certain days of the week. You may also find a faster journey by taking an indirect route and connecting in another station along the way.

When do departures from Pittsfield, MA to Chicago, IL leave?

If you prefer to travel early, you will usually find the first departure from Pittsfield, MA to Chicago, IL leaving at 6:15 a.m.. Although things may change depending on the day, in general the last daily departure leaves at 11:40 p.m..If you have some flexibility over the day on which you travel, you might find more options available to you. For example, some providers may only run early morning routes on weekdays, when people are traveling to work. You will often find fewer options available on weekends or public holidays. If you want to set off early, take the first departure of the day from Pittsfield, MA to Chicago, IL, which usually leaves at 6:15 a.m.. The last scheduled departure of the night is normally at 11:40 p.m.. These timetables may vary depending on the day of the week, or at different times of year.

Which airports can I use to travel from Pittsfield, MA to Chicago, IL?

You will be able to leave Pittsfield, MA by using airports such as Pittsfield, MA. These connect you to airports including O Hare International Airport, ORD,Chicago Midway International Airport,Chicago Union Station,Chicago Rockford International Airport in Chicago, IL. Check carefully before making a booking. Some or all of these airports will appear on the route, depending on the airline you use for your trip. Check carefully to see which route your airline follows, to see if it passes through an airport that is convenient for your needs. It may be necessary to make a short journey between airports either in Pittsfield, MA or in Chicago, IL, for your convenience while traveling.

How many daily journeys are there from Pittsfield, MA to Chicago, IL?

On average, there are 57 daily departures from Pittsfield, MA to Chicago, IL. However, there may be more or less on different days. Providers' timetables can change on certain days of the week or public holidays, and many also vary at particular times of year. Some providers change their schedules during the summer season, for example. At very busy times, there may be up to departures each day. The providers that travel along this route include , and each operates according to their own specific schedules. As a traveler, you may prefer a direct journey, or you may not mind making changes and connections. If you have heavy suitcases, a direct journey could be best; otherwise, you might be able to save money and enjoy more flexibility by making a change along the way. Every day, there are an average of 9 departures from Pittsfield, MA which travel directly to Chicago, IL. There are 48 journeys with one change or more. Unfortunately, no connection was found for your trip from Pittsfield, MA to Chicago, IL. Selecting a new departure or arrival city, without dramatically changing your itinerary could help you find connections.

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Cheap flight tickets from Pittsfield, MA to Chicago, IL
Looking for the best deal on a train ticket for your trip? Here are 4 ways to get cheap train tickets from Pittsfield, MA to Chicago, IL.

Book in advance and save

If you're looking for the best deal for your trip from Pittsfield, MA to Chicago, IL, booking train tickets in advance is a great way to save money, but keep in mind that advance tickets are usually not available until 3 months before your travel date.

Stay flexible with your travel time and explore off-peak journeys

Planning your trips around off-peak travel times not only means that you'll be able to avoid the crowds, but can also end up saving you money. Being flexible with your schedule and considering alternative routes or times will significantly impact the amount of money you spend on getting from Pittsfield, MA to Chicago, IL.

Always check special offers

Checking on the latest deals can help save a lot of money, making it worth taking the time to browse and compare prices. So make sure you get the best deal on your ticket and take advantage of special fares for children, youth and seniors as well as discounts for groups.

Unlock the potential of slower trains or connecting trains

If you're planning a trip with some flexible time, why not opt for the scenic route? Taking slower trains or connecting trains that make more stops may save you money on your ticket – definitely worth considering if it fits in your schedule.

Best time to book cheap flight tickets from Pittsfield, MA to Chicago, IL

The cheapest Pittsfield, MA - Chicago, IL flight tickets can be found for as low as $199.40 if you’re lucky, or $247.97 on average. The most expensive ticket can cost as much as $298.99.

Find the best day to travel to Chicago, IL by plane

When travelling to Chicago, IL by plane, if you want to avoid crowds you can check how frequently our customers are travelling in the next 30-days using the graph below. On average, the peak hours to travel are between 6:30am and 9am in the morning, or between 4pm and 7pm in the evening. Please keep this in mind when travelling to your point of departure as you may need some extra time to arrive, particularly in big cities!

Carriers on this route

Find out more about the carriers on this route.

Cape Air is a regional airline based in Hyannis, Massachusetts, USA. It was founded in 1989 and operates scheduled passenger services to 35 destinations across the United States, Caribbean, and Micronesia. The airline operates a fleet of over 90 aircraft, including Cessna 402s, Tecnam P2012 Travellers, and Britten-Norman Islanders. Cape Air is known for its unique partnership with major airlines such as JetBlue, United, and American Airlines, which allows passengers to book connecting flights with ease. The airline also offers charter services, cargo services, and scenic flights over Cape Cod. Cape Air is committed to sustainability and has implemented several eco-friendly initiatives, including the use of biofuels and electric ground support equipment.

Linear Air Taxi is a private air charter service that offers on-demand flights to over 700 airports in the United States and the Caribbean. The company operates a fleet of small aircraft, including the Eclipse 500 and the Cessna Grand Caravan, which can accommodate up to eight passengers. Linear Air Taxi provides a convenient and flexible alternative to commercial airlines, allowing passengers to avoid long security lines and travel on their own schedule. The company also offers a mobile app that allows customers to book flights, track their aircraft, and communicate with their pilot. With a focus on safety, reliability, and customer service, Linear Air Taxi is a popular choice for business and leisure travelers alike.

United Airlines is a major American airline headquartered in Chicago, Illinois. It is one of the world's largest airlines, operating a comprehensive domestic and international network of flights. United Airlines operates a fleet of over 800 aircraft, serving more than 350 destinations in over 50 countries. The airline is a founding member of the Star Alliance, which is the world's largest airline alliance. United Airlines offers a range of services to its passengers, including in-flight entertainment, Wi-Fi, and a loyalty program called MileagePlus. The airline has a strong commitment to sustainability and has implemented various initiatives to reduce its environmental impact.

Services on board JetBlue, Cape Air and Delta from Pittsfield, MA to Chicago, IL
Compare services on board when travelling from Pittsfield, MA to Chicago, IL by plane.
Facilities JetBlue Cape Air Delta United Airlines Spirit Airlines
wifi WiFi check check check check check
luggage Luggage cross cross cross check check
food_and_drink Food and drink cross cross cross cross check

Pittsfield, MA to Chicago, IL CO2 Emissions by Flight

Ecology
Train
83.25kg
Bus
89.2kg
Flight
237.86kg
Car
190.28kg

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Frequently Asked Questions

How much is a flight ticket from Pittsfield, MA to Chicago, IL?
A flight ticket from Pittsfield, MA to Chicago, IL is $595.43. However the price varies depending on how early you buy, and if it's peak time to travel. Occasionally you can find them for as cheap as $235.93.
What's the cheapest flight ticket from Pittsfield, MA to Chicago, IL?
The cheapest ticket you can get from Pittsfield, MA to Chicago, IL is $235.93. We recommend booking as early as possible and off-peak hours to get the cheapest ticket possible. Off-peak times are usually from 09:30 to 16:00, and after 19:00.
What's the distance between Pittsfield, MA and Chicago, IL by flight?
Pittsfield, MA to Chicago, IL is 1,189.28 km.
How long does the flight between Pittsfield, MA and Chicago, IL take?
Pittsfield, MA to Chicago, IL is on average 5 hrs 1 min. However the fastest option will get you there in 1 hr 25 mins.
Which companies operate from Pittsfield, MA to Chicago, IL?
The flight journey from Pittsfield, MA to Chicago, IL is covered by 6 operator(s). On Virail you can find these carriers that provide services on this route: JetBlue, Cape Air, Linear Air Taxi, Southwest, Delta, United Airlines and Spirit Airlines.
How many flight connections per day go from Pittsfield, MA to Chicago, IL?
Pittsfield, MA to Chicago, IL has 57 connection(s) per day on average.
What time does the first flight from Pittsfield, MA to Chicago, IL leave?
The earliest flight from Pittsfield, MA to Chicago, IL departs at 6:15 a.m.. However be sure to check with us the schedule on the day you want to leave as the time may differ.
What time does the last flight from Pittsfield, MA to Chicago, IL depart?
The latest flight from Pittsfield, MA to Chicago, IL departs at 11:40 p.m.. However be sure to check with us the schedule on the day you want to leave as the time may differ.
Should I book my ticket from Pittsfield, MA to Chicago, IL in advance?
If you can, we recommend booking your ticket as early as possible to ensure you get better savings. The cheapest flight ticket we have found is $235.93 but this may be subject to change depending on the day of travel, hour you wish to depart and how far in advance you book.
How many direct connections depart from Pittsfield, MA to Chicago, IL?
There are on average 9 direct connection(s) from Pittsfield, MA to go to Chicago, IL.
What's the fastest journey time between Pittsfield, MA to Chicago, IL by flight?
The fastest journey time by flight between Pittsfield, MA and Chicago, IL is 1 hr 25 mins.
Is there a direct flight from Pittsfield, MA to Chicago, IL?
Yes, there is a direct flight between Pittsfield, MA and Chicago, IL.
What are the CO2 emissions for Pittsfield, MA to Chicago, IL by flight?
The flight journey from Pittsfield, MA to Chicago, IL creates 237.86kg of CO2 emissions.

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