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By Huuk Team

Road trip from Chicago to Brooklyn

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ITINERARY

15h 4m802 miles11 stops
1
BrainXcape
160 Broadway 3rd Fl, New York City, NY 10038
2
The Blue Bar, Algonquin Hotel
59 W 44th St, New York City, NY 10036-6613
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
3
Daniel Roy's Parlour Of Deceptions
47 5th Avenue, New York City, NY 10003
Join magician Daniel Roy at the exclusive Salmagundi Club of New York City for an evening of sleight-of-hand, misdirection, and magic. Limited to just 40 guests, this is an intimate experience of wonder. While this is not a kids show and the magic is geared towards adults, the performance is entirely “clean” and appropriate for audience members age 13 years and older.
4
Museum Of Illusions Chicago
25 E Washington St, Chicago, IL 60602-1708
5
The Chopping Block
4747 N Lincoln Ave Lincoln Square, Chicago, IL 60625-2026
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
6
Michigan Avenue Bridge
333 Michigan Ave, Chicago, IL 60601-3901
The view from the bridge is one of the best vistas the city has to offer.
7
Frank Lloyd Wright's Robie House
5757 S Woodlawn Ave, Chicago, IL 60637-1698
In accordance with CDC recommendations, the Frank Lloyd Wright Trust requests that both vaccinated and unvaccinated persons wear a face mask indoors at all Trust sites. (8/3/21) The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Visit flwright.org to learn more.
8
Promontory Point
5491 S Shore Dr, Chicago, IL 60615-5983
9
Paladin Brewing
6520 Mahoning Ave, Austintown, Youngstown, OH 44515-2012
10
The Comedy Cellar at Mojo's Pub-n-Grill
6292 Mahoning Ave, Austintown, Youngstown, OH 44515-2003
The Comedy Cellar at Mojo's located in the lower level of Mojo's Pub -n- Grill offers up the best national touring comics every Friday and Saturday.
11
Hollywood Gaming Mahoning Valley Race Course
655 N Canfield Niles Rd, Youngstown, OH 44515-1102
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OVERVIEW

Calling all adventure-seekers! Get ready for an epic journey that will take you from the heart of the Midwest to the vibrant streets of the East Coast. We're embarking on an unforgettable trip from Chicago, Illinois, to the bustling borough of Brooklyn, New York. Along the way, we'll discover hidden gems, marvel at iconic landmarks, and create memories that will last a lifetime.

Our adventure begins in the Windy City, where skyscrapers reach for the sky and the blues music fills the air. We'll explore the city's vibrant neighborhoods, from the Magnificent Mile to Wrigleyville, and soak up the energy of this cultural hub. Then, it's eastward bound as we venture into the vast expanse of the American countryside. We'll traverse rolling hills, pass charming small towns, and witness the beauty of the changing landscape.

As we approach the bustling metropolis of New York City, the excitement builds. We'll cross the mighty Hudson River and enter the vibrant streets of Brooklyn. From iconic brownstone homes to trendy coffee shops and world-class museums, this borough has something for everyone. Whether you're a history buff, an art enthusiast, or simply seeking an unforgettable urban experience, Brooklyn is the perfect destination to end our epic adventure.

1
Start:BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
2
The Blue Bar, Algonquin Hotel
New York City, New York·
4.0
(99) review
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
59 W 44th St, New York City, NY 10036-6613
3
Daniel Roy's Parlour Of Deceptions
New York City, New York·
5.0
(99) review
Join magician Daniel Roy at the exclusive Salmagundi Club of New York City for an evening of sleight-of-hand, misdirection, and magic. Limited to just 40 guests, this is an intimate experience of wonder. While this is not a kids show and the magic is geared towards adults, the performance is entirely “clean” and appropriate for audience members age 13 years and older.
47 5th Avenue, New York City, NY 10003
4
Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
5
The Chopping Block
Chicago, Illinois·
4.5
(98) review
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
4747 N Lincoln Ave Lincoln Square, Chicago, IL 60625-2026
6
Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
333 Michigan Ave, Chicago, IL 60601-3901
7
Frank Lloyd Wright's Robie House
Chicago, Illinois·
4.5
(869) review
In accordance with CDC recommendations, the Frank Lloyd Wright Trust requests that both vaccinated and unvaccinated persons wear a face mask indoors at all Trust sites. (8/3/21) The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Visit flwright.org to learn more.
5757 S Woodlawn Ave, Chicago, IL 60637-1698
8
Promontory Point
Chicago, Illinois·
5.0
(9) review
5491 S Shore Dr, Chicago, IL 60615-5983
9
Paladin Brewing
Austintown, Youngstown, Ohio·
4.5
(9) review
6520 Mahoning Ave, Austintown, Youngstown, OH 44515-2012
10
The Comedy Cellar at Mojo's Pub-n-Grill
Austintown, Youngstown, Ohio·
4.5
(11) review
The Comedy Cellar at Mojo's located in the lower level of Mojo's Pub -n- Grill offers up the best national touring comics every Friday and Saturday.
6292 Mahoning Ave, Austintown, Youngstown, OH 44515-2003
11
Hollywood Gaming Mahoning Valley Race Course
Youngstown, Ohio·
3.5
(83) review
655 N Canfield Niles Rd, Youngstown, OH 44515-1102

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Brooklyn?
The distance is 802 miles
What's the travel time between Chicago and Brooklyn?
The driving time can vary depending on traffic conditions, but it is typically 15h 4m mins in normal traffic
What are some of the best cities to visit between Chicago and Brooklyn?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Brooklyn?
There are plenty! Here are some stops you shouldn’t miss on your way to Brooklyn
What’s the weather like in Brooklyn?
The weather in Brooklyn is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Brooklyn in January
Weather in Brooklyn in February
Weather in Brooklyn in March
Weather in Brooklyn in April
Weather in Brooklyn in May
Weather in Brooklyn in June
Weather in Brooklyn in July
Weather in Brooklyn in August
Weather in Brooklyn in September
Weather in Brooklyn in October
Weather in Brooklyn in November
Weather in Brooklyn in December
Interested in a detailed plan for your time in Brooklyn?
Plan your dream Brooklyn trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Brooklyn
A 2-day itinerary in Brooklyn
A 3-day itinerary in Brooklyn
A 4-day itinerary in Brooklyn
A 5-day itinerary in Brooklyn
A 6-day itinerary in Brooklyn
Where else can I travel to if I'm starting my trip in Chicago?
We have a lot of great trip options for Chicago! See the links below for all the itineraries we created for you