4.9
4.6Journey information
Overview: Pittsfield, MA to Chicago, IL flight
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Flights from Pittsfield, MA to Chicago, IL depart on average 29 times per day, taking around 4h 24m. Cheap flight tickets for this journey start at $106 (€86) if you book in advance.
There are 4 flights per day. The earliest flight runs at 05:00, the last at 22:34. The fastest flight covers the 738 miles (1188 km) distance in 2h 41m. August is the cheapest month to fly.
Distance 738 miles (1188 km) |
Average flight duration 4h 24m |
Cheapest ticket price $106 (€86) |
Flights per day 29 |
Direct flights 4 |
Fastest flight 2h 41m |
Cheapest month to travel August |
First flight 05:00 |
Last flight 22:34 |
The cheapest and fastest flights from Pittsfield, MA to Chicago, IL
Cheapest price
$181
Average price
$181
Fastest journey
2 h 41 m
Average duration
2 h 41 m
Flights per day
1
Distance
1188 km
The best way to find a cheap flight ticket from Pittsfield, MA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Pittsfield, MA to Chicago, IL will cost around $181 if you buy it on the day, but the cheapest tickets can be found for only $181.
Of the 1 flights that leave Pittsfield, MA for Chicago, IL onFri, Nov 07, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Nov 07 the direct flights cover the 1188 km distance in an average of 2 h 41 m but if you time it right, some flights will get you there in just 2 h 41 m .
On Fri, Nov 07 the longest flights will take 2 h 41 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
Travel Information
Compare train, bus, and flight for Pittsfield, MA to Chicago, IL
Omio recommends booking the train as it is the most popular option from Pittsfield, MA to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from €94. For those with little time consider booking a flight which can get you there in 4h 24m. The ticket price range depends on the travel mode: a train costs an average of €94, and a bus costs an average of €146.
Distance: 738 miles (1188 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
€112 Average price | €104 Average price Cheapest | €152 Average price |
7h 24m Average total duration Fastest 4h 24m Onboard + 3h 0m Additional time* | 19h 0m Average total duration 18h 30m Onboard + 30m Additional time* | 29h 40m Average total duration 29h 10m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Compare prices and tickets Pittsfield, MA to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Airlines: Spirit Airlines from Pittsfield, MA to Chicago, ILFind the best flights between Pittsfield, MA to Chicago, IL with Omio's travel partners Spirit Airlines from $106 (€86). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Spirit Airlines
FAQs: Pittsfield, MA to Chicago, IL Flight
Find answers to the most common questions about traveling from Pittsfield, MA to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.
- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
popular airports
Popular airports from Pittsfield, MA to Chicago, IL
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rental
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from Pittsfield, MA to Chicago, IL
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Most popular flights to and from Chicago, IL and Pittsfield, MA
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