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Journey information
Overview: Pittsfield, MA to Chicago, IL flight
USAUSA
Take a flight from Pittsfield, MA to Chicago, IL and enjoy the approximately 738 miles (1188 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
There are 3 flights per day. The earliest flight runs at 00:52, the last at 22:34. August is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $237 (€192)
Distance 738 miles (1188 km) |
Average flight duration 4h 24m |
Flights per day 26 |
Direct flights 3 |
Cheapest month August |
First flight 00:52 |
Last flight 22:34 |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $237 (€192)
Travel Information
Compare train and bus 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 bus with prices starting from $237. For those with little time consider booking a train which can get you there in 18h 30m. The ticket price range depends on the travel mode: a bus costs an average of $237, and a train costs an average of $257.
Distance: 738 miles (1188 km)
Compare train with
Most popular Train | Bus |
|---|---|
$257 Average price | $244 Average price Cheapest |
19h 0m Average total duration Fastest 18h 30m Onboard + 30m Additional time* | 37h 30m Average total duration 37h 0m Onboard + 30m Additional time* |
Direct Options | Direct Options |
Compare prices and tickets Pittsfield, MA to Chicago, IL by train or bus
Compare train and bus 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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Why should you book Pittsfield, MA to Chicago, IL flights with Omio?
Spirit Airlines operates all flights services from Pittsfield, MA to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Pittsfield, MA to Chicago, IL.
Why book with Omio vs Spirit Airlines?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Spirit Airlines with all available travel options, which are train and bus to ensure you get the best deal for traveling from Pittsfield, MA to Chicago, IL.
Why book with Omio over Edreams or Kayak?
- Multiple modes of transport: Omio allows you to compare travel options including train and bus to find the ideal travel option from Pittsfield, MA to Chicago, IL.
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 $237 (€192). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Spirit Airlines
About
Spirit Airlines is an American ultra-low-cost carrier, headquartered in Dania Beach, Florida, operating scheduled flights throughout the United States, the Caribbean, and Latin America. Known for its distinctive bright yellow planes, Spirit's business model traditionally focuses on offering low base fares by unbundling services, allowing passengers to pay only for the amenities they choose, such as baggage and seat selection. As of August 2024, Spirit is evolving its offerings, introducing new fare tiers like "Go Big," "Go Comfy," "Go Savvy," and "Go," which include various bundled perks such as wider seats, extra legroom, priority boarding, and in-flight refreshments. Spirit was the seventh largest passenger carrier in North America as of 2023.
Luggage & cancellation policy
Average Duration
7h 33m
Cheapest Price
$106 (€86)
Spirit Airlines frequency
1 a day
Luggage included
Personal item (18 x 14 x 8 inches) included
Additional luggage
Checked bags: First bag $79-89, Second bag $89-99, Additional bags $105-110
Cancellation Policy
Cancellation within 24 hours of booking is free, after that fees apply based on fare type and timing
Pregnant on board
Up to 7 days before departure with medical certificate. After 28 weeks, medical certificate required
Unaccompagned minor
Ages 5-14 can travel as unaccompanied minors for $100 fee per direction. Service not available on international flights or connecting flights
Amenities on board the airplane
Wifi
Accessibility
Spirit Airlines offers assistance for passengers with disabilities, including wheelchair services and priority boarding. Passengers are encouraged to request assistance at least 48 hours in advance to ensure availability.
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.
The earliest flight from Pittsfield, MA to Chicago, IL leaves at 12:52 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Pittsfield, MA to Chicago, IL leaves at 10:34 PM.
Yes, there are 3 direct flights a day from Pittsfield, MA to Chicago, IL with . Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Pittsfield, MA to Chicago, IL, you can count on Spirit Airlines for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Pittsfield, MA and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from Pittsfield, MA to Chicago, IL generally leave from Bradley International Airport and arrive in O'Hare International Airport.Bradley International Airport is 2 miles (4 km) away from Pittsfield, MA city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
The cheapest month for a flight from Pittsfield, MA to Chicago, IL is August.
It's helpful to compare your options as there are 2 ways to travel between Pittsfield, MA and Chicago, IL including taking a train and bus.
Since neither Pittsfield, MA nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Pittsfield, MA and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
- 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.
The best holidays to experience in Chicago, IL include:
- 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.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). 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.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
popular airports
Popular airports from Pittsfield, MA to Chicago, IL
Pittsfield
Chicago
Amenities at airport
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rentalinformation
Distance to city center
3 km
Car connection
I-190, Exit 1Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps, toilets
WC
- Available throughout the airport.
Hotel
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
- Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
- Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
- 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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