Chicago, IL, USA to New Haven, CT, USA from $41: 12 ways by bus, train, flight or car

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

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$41 by trainBest price

1390 kmDistance

5h 45m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to New Haven 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.

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Traveling From Chicago to New Haven

Traveling from Chicago, a bustling metropolis known for its skyline and vibrant culture, to New Haven, a smaller, historic city rich in academia and coastal charm, offers you a fascinating contrast in experiences.

Best Neighbourhoods in New Haven

New Haven offers diverse neighborhoods, each with its own charm and character.

Downtown New Haven

• Home to vibrant restaurants and bars.

• Rich in cultural and artistic attractions.

Westville

• Known for its artistic community and galleries.

• Features beautiful parks and green spaces.

East Rock

• Offers stunning views from East Rock Park.

• A blend of historic homes and great dining options.

Best Times To Visit New Haven's Attractions

Planning your visit strategically helps enhance your experience at New Haven’s top spots.

Yale University

Visit weekdays in the morning for quieter campus tours.

The Peabody Museum of Natural History

Explore during mid-afternoon on weekdays to avoid family crowds.

East Rock Park

Early mornings on weekends offer peaceful hikes and stunning views.

New Haven Weather: What to Expect Year-Round

New Haven experiences a humid continental climate, featuring warm summers and cold winters, making it essential to dress appropriately for the season. The best times to visit are late spring and early fall, when pleasant weather enhances outdoor activities and exploration.

Dining in New Haven: A Taste of Local Flavor

Try the iconic New Haven-style pizza at Frank Pepe Pizzeria, where the thin crust and charred edges offer a distinct bite that contrasts sharply with Chicago's deep-dish style. The laid-back atmosphere and use of fresh, local ingredients create an authentic dining experience that showcases the city's culinary heritage.

Chicago - New Haven operators

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

Plane Show flights

Website

aveloair.com

Plane from Chicago Midway to New Haven

Average Duration

2h 10m

Estimated price

$4844-4845

Website

united.com

Plane from Chicago O'Hare to New York La Guardia

Average Duration

2h 11m

Estimated price

$10438-10439

Plane from Chicago O'Hare to Newark

Average Duration

2h 17m

Estimated price

$10438-410

Plane from Chicago O'Hare to Hartford

Average Duration

2h 14m

Estimated price

$1068-411

Website

aa.com

Plane from Chicago O'Hare to New York La Guardia

Average Duration

2h 9m

Estimated price

$10437-10436

Plane from Chicago O'Hare to Newark

Average Duration

2h 12m

Estimated price

$1065-414

Plane from Chicago O'Hare to Hartford

Average Duration

2h 10m

Estimated price

$415-416

Plane from Chicago O'Hare to White Plains

Average Duration

2h 10m

Estimated price

$10433-417

Bus Show bus routes

Contact phone

+1 214-849-8100

Website

greyhound.com

Bus from Chicago Bus Station to Port Authority Bus Terminal

Average Duration

17h 50m

Estimated price

$9080-900

Bus from Port Authority Bus Terminal to Union Station, New Haven, CT

Average Duration

2h 10m

Estimated price

$908-10435

Contact phone

1-800-343-9999

Website

peterpanbus.com

Bus from Chicago IL to Indianapolis IN

Average Duration

3h 20m

Estimated price

$8932-4849

Bus from Port Authority Bus Terminal to Union Station, New Haven, CT

Average Duration

2h 2m

Estimated price

$8933-9055

Train Show train routes

Contact phone

+1 800-872-7245

Website

amtrak.com

Train from Chicago Union Station to Springfield

Average Duration

19h 19m

Estimated price

$9055-90480

Train from Springfield to New Haven

Average Duration

1h 24m

Estimated price

$9027-4847

Train from Chicago Union Station to New York Penn Station

Average Duration

20h 12m

Estimated price

$10435-90490

Train from New York Penn Station to New Haven

Average Duration

1h 41m

Estimated price

$905-907

Contact phone

877.690.5114

Website

mta.info

Train from Stamford to New Haven

Average Duration

1h 20m

Estimated price

$9021-9045

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

Traveling between Chicago and New Haven 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 an epic road trip from the bustling city of Chicago to the charming coastal town of New Haven, covering a distance of 864 miles. The journey offers a perfect blend of urban landscapes and scenic beauty. 💰 Explore budget-friendly options as the cost to drive from Chicago to New Haven ranges from $150 to $230. Enjoy the flexibility of stopping at interesting roadside attractions and eateries along the route. 🌆 Arrive in New Haven after approximately 14 hours and 26 minutes of driving, where you can immerse yourself in the rich history, vibrant cultural scene, and delectable seafood delights that the city has to offer.

Average price

$150 - $230

🚆 Traveling from Chicago to New Haven by train involves a journey with transfers, totaling approximately 21 hours and 35 minutes. The trip begins at Chicago Union Station and includes a transfer in Springfield before reaching New Haven Station. 🎫 Ticket prices for the train service between Chicago and New Haven range from $41 to $484. While there is no direct route, passengers can experience a scenic ride through multiple cities along the way, making the journey an adventure in itself.

Departure Point

Chicago Union Station

Arrival Point

New Haven station

🛫 Flying from Chicago to New Haven involves taking a quick 2-hour direct flight from Chicago Midway Airport to New York La Guardia Airport. Both Delta and Southwest Airlines operate flights on this route. 🌍 Upon arriving in New York, travelers can expect a total travel time of 5 hours and 45 minutes to reach New Haven from Chicago by plane. The journey offers a convenient and efficient way to cover the distance between the two cities. 💸 Prices for flights between New Haven and Chicago range from $100 to $861, allowing travelers to choose from various options based on their budget and preferences. Planning ahead can help secure the best deals for a smooth and hassle-free travel experience.

Departure Point

Chicago Midway Airport

Arrival Point

New York La Guardia Airport

🚌 If you're traveling from Chicago to New Haven by bus, plan for an approximately 24-hour journey with transfers along the way. The bus services, operated by Greyhound USA and Peter Pan Bus Lines, offer routes that will take you from Chicago Bus Station to Union Station in New Haven. 🗺️ The distance between Chicago and New Haven is around 1,113 miles, and the bus ticket prices typically range from $190 to $240 for this trip. You'll have to make transfers during the journey, adding to the travel time but providing the opportunity to see multiple cities along the way.

Departure Point

Chicago Bus Station

Arrival Point

Union Station, New Haven, CT

Frequently asked questions

Find out more about the route from Chicago to New Haven.

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The cheapest way to travel from Chicago to New Haven is by train. Amtrak offers direct train services from Chicago Union Station to New Haven Union Station. The prices for train tickets range from $40 to $490, depending on the class and time of booking. The journey takes approximately 21 hours and 35 minutes. Please keep in mind that prices may vary, and it's recommended to check for the most up-to-date information before making your reservation.

The fastest way to travel from Chicago to New Haven is to take a combination of a flight and a train. The flight from Chicago to either New York City or Hartford will take approximately 2-3 hours, depending on the airline and route. From there, you can take a train from either city to New Haven, which takes about 2-3 hours as well. While this option may be more expensive compared to other modes of transportation, it significantly reduces travel time, allowing you to reach your destination quickly and conveniently.

The distance from Chicago to New Haven is approximately 764 miles. This is the direct distance between the two cities. However, if you plan on driving, the road distance is slightly longer at 864 miles. Keep in mind that these distances may vary depending on the route you take and any potential detours along the way. It's always a good idea to check the current road conditions and plan accordingly.

The best way to travel from Chicago to New Haven without a car is by bus. There are several bus companies that operate on this route, offering affordable fares ranging from $21 to $190. The journey takes approximately 19 hours and 50 minutes. Some popular bus services include Megabus and Greyhound. Make sure to check the schedules and book your tickets in advance for the best rates.

The journey from Chicago to New Haven takes approximately 6 hours and 41 minutes, including transfers. There are multiple transportation options available, such as flights, trains, and buses. The fastest way to travel between the two cities is by plane, with a flight duration of around 2 hours and 30 minutes. Trains and buses also provide convenient and affordable alternatives, taking between 15 to 20 hours, depending on the route and connections chosen.

There are numerous accommodations available in New Haven, with over 144 hotels to choose from. Prices for hotels in New Haven start at $63 per night, offering a range of options to suit different budgets and preferences. From luxury hotels to budget-friendly options, travelers will have no trouble finding a place to stay near New Haven.

Yes, you can drive from Chicago to New Haven. The driving distance is approximately 864 miles, and it typically takes about 14 hours and 26 minutes to complete the journey. However, travel times can vary depending on traffic, weather conditions, and breaks along the way. Make sure to plan your route and take necessary rest stops during the long drive.

Yes, there is a bus route available from Chicago to New Haven but it is not a direct journey. The bus departs from Chicago and makes transfers at Sage Hall in Ithaca, NY and Port Authority Bus Terminal in New York, NY before arriving at Union Station in New Haven. The total travel time for this route, including transfers, is approximately 19 hours and 50 minutes. Please note that departure and arrival times may vary, so it's important to check the schedule before planning your trip.

You can catch the bus from Chicago to New Haven at the Chicago station. The bus service is operated by OurBus. The station is conveniently located in Chicago for easy access to departures to New Haven. Be sure to check the schedule and book your tickets in advance.

The bus from Chicago to New Haven arrives at Union Station in New Haven. Union Station is a major transportation hub and a central point for buses and trains in the city. It is conveniently located in downtown New Haven, making it easy to access various destinations in the city, as well as other parts of Connecticut. Upon arrival, passengers can find taxis, local buses, or other transportation options to continue their journey to their final destination.

To get to New Haven from the airport, you have a few options. The easiest way is to take a taxi or rideshare service, which will cost around $35-$45 and take about 15-20 minutes, depending on traffic. Alternatively, you can take public transportation. You can catch a shuttle bus to the nearest train station and then take a train to New Haven. This option will take longer, approximately 2-3 hours, and cost around $18-$30, depending on the train fare. Lastly, you can rent a car at the airport and drive to New Haven, which would give you more flexibility, but be aware of parking fees and possibly toll roads along the way.

There are no airlines that offer direct flights between Chicago and New Haven. However, travelers have the option of flying from Chicago Midway Airport to New York La Guardia Airport, and then taking ground transportation to New Haven. Southwest Airlines is one of the carriers that operates this route. Other airlines that may have similar options include American Airlines, Delta Air Lines, and JetBlue Airways. It is recommended to check with these airlines for their current flight schedules and fares.

The fastest way to get from Chicago to New Haven is by taking a flight. The quickest flight option is a direct flight from Chicago Midway Airport to New York La Guardia Airport, which takes approximately 2 hours. Southwest Airlines offers flights on this route. From New York, you can then travel to New Haven by car or train, which takes approximately 2-3 hours depending on the mode of transportation chosen.

The flight from Chicago to New Haven typically takes around 2 hours. The quickest option is a direct flight from Chicago Midway Airport to New York La Guardia Airport. However, the total travel time may vary depending on factors such as layovers and airport transfers. It is recommended to check with airlines for the most up-to-date and accurate flight durations.

Trains from Chicago to New Haven arrive at the New Haven station. The station is conveniently located in the heart of the city, making it easy to access local transportation and accommodations. New Haven station is served by Amtrak, which offers several daily routes connecting Chicago and New Haven. Upon arrival, travelers can easily explore the city's attractions or continue their journey to other destinations in the area.

Yes, there is no direct train between Chicago and New Haven. However, you can take a train from Chicago Union Station to New Haven via Springfield. The journey takes approximately 21 hours and 35 minutes, including transfers. It is important to note that the transfer at Springfield is required to reach your final destination in New Haven.

To catch the train from Chicago to New Haven head to Chicago Union Station. This is where the train services, operated by Amtrak, depart from. Make sure to arrive at the station on time to board the train. Keep in mind that departure times and platforms may vary, so it's a good idea to check the Amtrak website or contact their customer service for the most up-to-date information.

The cost of a train ticket from Chicago to New Haven can range from $41 to $484 depending on the class of service and how far in advance you book. Economy seats are usually the most affordable, while business and first class seats are more expensive. It is recommended to book your train ticket in advance to secure the best prices. Prices may also vary based on the time of year and availability of tickets.

The cost of a bus ticket from Chicago to New Haven can range from $21 to $183. Prices may vary depending on factors such as travel dates, availability, and the type of bus service chosen. It is recommended to check with various bus companies and compare prices to ensure the best deal.

The cost of driving from Chicago to New Haven can range from $150 to $230, depending on factors such as gas prices and tolls. This estimate includes the cost of fuel for the approximately 800-mile journey, as well as any additional expenses like food and accommodation along the way. It's important to note that this estimate may vary based on individual driving habits and the specific route taken.

Chicago, IL, USA to New Haven, CT, USA from $41: 12 ways by bus, train, flight or car

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

Compare Train, Bus, Flight, and Driving Options

See more options

Traveling From Chicago to New Haven

Best Neighbourhoods in New Haven

Best Times To Visit New Haven's Attractions

New Haven Weather: What to Expect Year-Round

Dining in New Haven: A Taste of Local Flavor

Chicago - New Haven operators

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

Frequently asked questions

Trips from Chicago

Trips to New Haven

Popular routes