Road trip from NYC to Chicago
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Concerts & Shows
Museums
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ITINERARY
15h 0m795 miles15 stops
1
BrainXcape
2
The Blue Bar, Algonquin Hotel
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
3
Hollywood Gaming Mahoning Valley Race Course
4
Paladin Brewing
5
Porthouse Theatre
6
F.A. Seiberling Nature Realm
7
Calumet Park
8
National Shrine of St Jude
9
Promontory Point
10
Spring Awakening Music Festival
11
A. Philip Randolph Pullman Porter Museum
The National APR Pullman Porter Museum, is located in the National Park Service-Pullman National Monument. It is the only one of its kind world-wide. NAPRPPM is the first Black Labor History museum, in the United States, that exclusively tells the story of the Pullman Porters, The Brotherhood of Sleeping Car Porters labor union, and A. Philip Randolph Its founder. Tucked away on a quiet corner at the north end of Pullman National monument, don’t let the unassuming exterior keep you from missing this black heritage treasure. The museum presents, and interprets content intended to educate the public-on the impact the union had on organized labor, and on America’s modern day civil rights movement The exhibits chronicle the formation of the Brotherhood of Sleeping Car Porters; the first Black labor union in the United States chartered under the American Federation of Labor. Exhibits depict important activities on their amazing JOURNEY OF UNITY that ended in victory.
12
Soldier Field
Venerable home field of the Chicago Bears football team.
13
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
14
Museum Of Illusions Chicago
15
The Chopping Block
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.
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OVERVIEW
1
Start:BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
2
Start: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.
3
Start:Hollywood Gaming Mahoning Valley Race Course
Youngstown, Ohio·
3.5
(83) review
655 N Canfield Niles Rd, Youngstown, OH 44515-1102
4
Start:Paladin Brewing
Austintown, Youngstown, Ohio·
4.5
(9) review
6520 Mahoning Ave, Austintown, Youngstown, OH 44515-2012
5
Start:Porthouse Theatre
Cleveland, Ohio·
5.0
(20) review
Cleveland, OH 44242
6
Start:F.A. Seiberling Nature Realm
Akron, Ohio·
5.0
(203) review
1828 Smith Rd, Akron, OH 44313-5012
7
Start:Calumet Park
Chicago, Illinois·
5.0
(7) review
9801 S Avenue G, Chicago, IL 60617-5537
8
Start:National Shrine of St Jude
Chicago, Illinois·
4.5
(7) review
3200 E 91st St, Chicago, IL 60617-4408
9
Start:Promontory Point
Chicago, Illinois·
5.0
(9) review
5491 S Shore Dr, Chicago, IL 60615-5983
10
Start:Spring Awakening Music Festival
Chicago, Illinois·
4.0
(8) review
6401 S Stony Island Ave Jackson Park, Chicago, IL 60637-3800
11
Start:A. Philip Randolph Pullman Porter Museum
Chicago, Illinois·
3.5
(7) review
The National APR Pullman Porter Museum, is located in the National Park Service-Pullman National Monument. It is the only one of its kind world-wide. NAPRPPM is the first Black Labor History museum, in the United States, that exclusively tells the story of the Pullman Porters, The Brotherhood of Sleeping Car Porters labor union, and A. Philip Randolph Its founder. Tucked away on a quiet corner at the north end of Pullman National monument, don’t let the unassuming exterior keep you from missing this black heritage treasure. The museum presents, and interprets content intended to educate the public-on the impact the union had on organized labor, and on America’s modern day civil rights movement The exhibits chronicle the formation of the Brotherhood of Sleeping Car Porters; the first Black labor union in the United States chartered under the American Federation of Labor. Exhibits depict important activities on their amazing JOURNEY OF UNITY that ended in victory.
12
Start:Soldier Field
Chicago, Illinois·
4.0
(935) review
Venerable home field of the Chicago Bears football team.
13
Start: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.
14
Start:Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
15
Start: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.
CHECKLIST
GPS device or app
Download Offline Map
Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
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EXPLORE MORE
Discover Exciting Road Trip Inspirations
New York to Chicago
795 miles
15h 0m
26 stops
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New York to Chicago
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FAQ
Frequently Asked Questions
What's the driving distance between New York and Chicago?
The distance is 795 miles
What's the travel time between New York and Chicago?
The driving time can vary depending on traffic conditions, but it is typically 15h 0m mins in normal traffic
What are some of the best cities to visit between New York and Chicago?
Some popular stops includeNew York City, Austintown, Youngstown, Akron, Cleveland, Chicago
Are there any cool sights or attractions I shouldn't miss on my drive to Chicago?
There are plenty! Here are some stops you shouldn’t miss on your way to Chicago
BrainXcape
The Blue Bar, Algonquin Hotel
Paladin Brewing
Hollywood Gaming Mahoning Valley Race Course
F.A. Seiberling Nature Realm
Porthouse Theatre
A. Philip Randolph Pullman Porter Museum
National Shrine of St Jude
Spring Awakening Music Festival
Promontory Point
Soldier Field
Museum Of Illusions Chicago
Michigan Avenue Bridge
The Chopping Block
Calumet Park
What’s the weather like in Chicago?
The weather in Chicago is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Chicago in January
Weather in Chicago in February
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Weather in Chicago in October
Weather in Chicago in November
Weather in Chicago in December
Interested in a detailed plan for your time in Chicago?
Plan your dream Chicago trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Chicago
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Where else can I travel to if I'm starting my trip in New York?
We have a lot of great trip options for New York! See the links below for all the itineraries we created for you