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Chicago, IL, USA to Hyannis, MA, USA from $48: 6 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Hyannis, United States of America

How to Get from Chicago to Hyannis: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$48 - Train, BusBest price
1445 kmDistance
5h 35m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Hyannis with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Plane
Average Duration
5h  35m
Estimated price
$112-555
Recommended
Company
various
Train
Bus
Average Duration
24h  22m
Estimated price
$48-333
Cheapest
route map
Distance: 1445 km
Duration: 5h 35m

See more options

Company
various
Plane
Bus
Average Duration
6h  59m
Estimated price
$88-310
Company
various
Plane
Bus
Average Duration
6h  38m
Estimated price
$112-640
Company
various
Bus
Average Duration
24h  54m
Estimated price
$211-329
Company
N/A
Drive
Average Duration
17h  39m
Estimated price
$1120-1121

Traveling From Chicago to Hyannis

Embarking on the journey from Chicago's vibrant city life to Hyannis' serene coastal charm offers a refreshing contrast that caters to both urban explorers and beach lovers alike.

Best Neighbourhoods in Hyannis

Hyannis offers a blend of lively attractions and charming seaside streets.

Downtown Hyannis
• Abundant shops and restaurants along Main Street.
• Vibrant nightlife with live music and events.
Hyannis Port
• Historic beachfront homes and stunning ocean views.
• Peaceful atmosphere ideal for leisurely strolls.
Craigville Beach
• Family-friendly beach with soft sand and gentle waves.
• Great spot for summer activities like paddleboarding.

Best Times To Visit Hyannis's Attractions

Planning your visit to Hyannis can enhance your experience at popular spots.

John F. Kennedy Hyannis Museum
Visit mid-week in early spring for smaller crowds and a more intimate experience.
Hyannis Whale Watcher Cruises
Try booking a morning cruise in June for optimal whale sightings and fewer tourists.
Craigville Beach
Early morning visits in July offer calm waters and a peaceful atmosphere.

Hyannis Weather: What to Expect Year-Round

Hyannis experiences a temperate maritime climate with warm summers and cold winters, making late spring and early fall the ideal times for visitors. Weather conditions can significantly enhance your enjoyment of outdoor activities and sightseeing, so keeping an eye on the forecast will help you plan accordingly.

Dining Recommendation in Hyannis

For a true taste of Hyannis, try the fresh lobster roll at Spanky's Clam Shack, where the flavors reflect the local seafood bounty and casual seaside vibe. This dining experience contrasts with Chicago's bustling culinary scene, focusing on simplicity and freshness rather than gourmet complexity.

Chicago - Hyannis operators

Explore transport companies operating between Chicago and Hyannis, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane Show flights
Website
aa.com

Plane from Chicago O'Hare to Hyannis

Average Duration
4h 49m
Estimated price
$1120-1128

Plane from Chicago O'Hare to Boston

Average Duration
2h 24m
Estimated price
$1129-5550
Website
delta.com

Plane from Chicago Midway to Boston

Average Duration
5h 7m
Estimated price
$5551-5552

Plane from Chicago O'Hare to Boston

Average Duration
2h 21m
Estimated price
$5553-5554
Website
united.com

Plane from Chicago O'Hare to Boston

Average Duration
2h 21m
Estimated price
$5555-5556
Website
jetblue.com

Plane from Chicago O'Hare to Hyannis

Average Duration
4h 18m
Estimated price
$5557-1125

Plane from Chicago O'Hare to Boston

Average Duration
2h 25m
Estimated price
$5558-5559
Website
capeair.com

Plane from Chicago O'Hare to Hyannis

Average Duration
3h 56m
Estimated price
$1120-1125

Plane from Chicago O'Hare to Hyannis via Nantucket

Average Duration
5h 14m
Estimated price
$480-1128

Plane from Chicago O'Hare to Hyannis via Martha's Vineyard

Average Duration
5h 25m
Estimated price
$480-481
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Boston

Average Duration
22h 2m
Estimated price
$483-484
Bus Show bus routes
Contact phone
(508) 746-0378
Website
p-b.com

Bus from Logan International Airport to Hyannis Transportation Center

Average Duration
2h 15m
Estimated price
$3332-3333

Bus from Boston South Buses to Hyannis Transportation Center

Average Duration
1h 50m
Estimated price
$3336-3333
Contact phone
1-800-343-9999
Website
peterpanbus.com

Bus from South Station, Boston, MA to Transportation Center, Hyannis, MA

Average Duration
1h 35m
Estimated price
$3338-3339
Website
palmlandlines.com

Bus from Chicago IL to Indianapolis IN

Average Duration
3h 20m
Estimated price
$33380-486
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from New York Midtown to Boston

Average Duration
4h 20m
Estimated price
$3334-6400

Chicago to Hyannis: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Hyannis offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a scenic road trip from Chicago to Hyannis spanning over 1057 miles, offering plenty of opportunities to explore charming towns and beautiful landscapes along the way. The journey is estimated to take around 17 hours and 39 minutes, making it a perfect adventure for a weekend getaway. 💰 Budget-conscious travelers can find a range of options for the trip from Chicago to Hyannis by car, with prices typically falling between $190 to $280 depending on factors such as fuel costs and tolls. Planning ahead and considering factors like accommodation and dining can further help in managing expenses for a budget-friendly road trip experience.
Average price
$190 - $280
Get ready for a journey with a duration of around 5 hours and 1 stopover along the way. 💸 Flight prices from Chicago to Hyannis range from $112 to $555, offering travelers flexibility in choosing a ticket that fits their budget.
Departure Point
Chicago O'Hare Airport
Arrival Point
Hyannis Airport. The quickest flight takes 5h 1m and has one stopover
🚌 Although there is no direct bus from Chicago to Hyannis, you can embark on a journey with transfers at various cities including Indianapolis, New York City, and Boston. The total travel time, including transfers, is about 24 hours and 54 minutes. 💰 Prices for a bus ticket between Hyannis and Chicago range from $211 to $329, providing an affordable and convenient transportation option for travelers looking to explore the East Coast. Prepare for a long but rewarding trip filled with incredible sights and experiences along the way.
Departure Point
Chicago IL station
Arrival Point
Hyannis Transportation Center station

Frequently asked questions

Find out more about the route from Chicago to Hyannis.

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The distance between Chicago and Hyannis is approximately 898 miles by air and 1057.3 miles by road. The typical travel time by plane from Chicago to Hyannis is around 7 hours, while taking a combination of flying and bus could take about 6 hours and 37 minutes. On the other hand, driving from Hyannis to Chicago would take roughly 17 hours and 39 minutes, and taking a bus would take even longer at around 21 hours and 48 minutes.
The most cost-effective option for travel from Chicago to Hyannis is by train and bus, with prices ranging from $45 to $340. However, this option is also the most time-consuming, taking approximately 24 hours and 22 minutes. For a more time-efficient journey, flying and then taking a bus is the fastest option, with a travel time of 6 hours and 37 minutes. This option is more expensive, with prices ranging from $100 to $550.
The prices for a bus ticket between Hyannis and Chicago range from $20 to $184, depending on the specific bus company and the time of booking. It is recommended to check with different bus companies to find the best fares available. Additionally, prices may vary depending on the date and time of travel, so it is advisable to book in advance to secure the best price.
To get from Chicago to Hyannis without using public transportation, you can drive the entire distance. The driving distance is 1057 miles and it takes approximately 17 hours and 39 minutes to complete the journey. The price for gas and tolls can vary but is typically around $190-$280 for a round trip.
To travel from Chicago to Hyannis without a car, the best option is to take a bus. The journey takes approximately 21 hours and 48 minutes and tickets range from $20 to $190. There are no direct flights or train routes available between these two cities, making the bus the most convenient and affordable choice for non-car travelers.
The flight duration from Chicago Midway Airport to Boston Airport is approximately 2 hours and 10 minutes. However, the cost of the flight between Hyannis and Chicago can vary, with prices ranging from $134 to $707. It's recommended to book in advance and compare prices to find the best deal for your travel needs.
There are plenty of options for accommodation near Hyannis. With over 693 hotels available, you will surely find something that suits your needs. Prices start at $65, so there are options for every budget. Whether you prefer a luxury hotel, a cozy bed and breakfast, or a budget-friendly motel, you will find a suitable place to stay near Hyannis.