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By Huuk Team

Road trip from Chicago to Albany

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ITINERARY

15h 36m814 miles17 stops
1
Museum Of Illusions Chicago
25 E Washington St, Chicago, IL 60602-1708
2
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.
3
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.
4
Boystown
Chicago, IL
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
5
Wrigley Field
1060 W. Addison St., Chicago, IL 60613-4566
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
6
Allen County War Memorial Coliseum
4000 Parnell Ave, Fort Wayne, IN 46805-1414
7
Lakeside Park & Rose Garden
1401 Lake Ave, Fort Wayne, IN 46805
8
Amherstburg Navy Yard National Historic Site
Dalhousie Street, Amherstburg, Ontario N9V 1W7 Canada
9
Sprucewood Shores Estate Winery
7258 Cty Rd, 50 West, Harrow, Essex, Ontario N0R 1G0 Canada
The Sprucewood Family warmly welcomes you to sample handcrafted 100% Ontario VQA wines at Ontario's only beachfront destination vineyard, winery and tasting room. We are situated on 45 Acres with access to gardens, a sandy beach, and picnic tables. Enjoy a glass of wine with a picnic basket and explore our grounds year round. Tasting room open 7 days a week 11am - 5pm (we occasionally close early due to special events. Please check our social media for daily updates @sprucewoodshores)
10
Fish Point Nature Reserve
McCormick Rd, Ontario N0R 1M0 Canada
11
Rock & Roll Hall of Fame
1100 Rock and Roll Blvd Main Terminal, Cleveland, OH 44114-1023
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
12
Federal Reserve Bank of Cleveland: Education and Learning Center
1455 E 6th St, Cleveland, OH 44114-2517
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
13
Museum of Contemporary Art Cleveland
11400 Euclid Ave, Cleveland, OH 44106-3926
14
Lock 3
200 S Main St, Akron, OH 44308-1315
15
Erie Bayfront Convention Center
1 Sassafras Pier, Erie, PA 16507-2011
16
Presque Isle Downs & Casino
8199 Perry Hwy, Erie, PA 16509-6640
Presque Isle Downs & Casino is your best bet for gaming excitement! With over 1,500 of the hottest slots, you'll find a thrilling new game to spin every time you play. Prefer tables? You're in luck! Come try your hand at any of our over 30 thrilling table games. Like to bet on sports? Get in the game at our TwinSpires Sportsbook! With convenient sports betting kiosks, wagering is quick and easy so you'll never miss a minute of the action. Plus, catch seasonal live thoroughbred horse racing at our track! While you're here be sure to sign up for our Players Club. All new members get up to $2,500 free slot play or $25 in guaranteed match play right out of the gate! It's fast and free to join. Every time you play with your Players Club card you'll earn valuable reward points that qualify you to enjoy members-only promotions, perks, exclusive offers and much more! Presque Isle Downs & Casino is located in Erie, PA, just off of I-90 at Exit 27. Gambling Problem? Call 1-800 GAMBLER.
17
Casa Larga Vineyards
2287 Turk Hill Rd, Rochester, NY 14450-9579
Casa Larga Vineyards – We are now celebrating 45 years of producing award winning Finger Lakes wines. In 1974, Mr. C planted the first two acres in Fairport, NY, naming it Casa Larga after his grandparents' vineyards in Italy. The first harvest came in 1978 and won three awards at the NYS Wine Competition. Estate White (currently Pallido) and Estate Red (currently Tramonto) were those first wines. Mr. C's dream came true and passion, patience and tenderness were his gifts to the vines and the wines they produced. Mr. C's hobby matured into a larger business, and Casa Larga became the 21st licensed winery in New York State. Casa Larga has now entered the golden era of New York State winemaking, becoming an icon, as well as a sparkling jewel of the Finger Lakes and Rochester regions. We are home to the New York State Ice Wine Festival every February and the Purple Foot Grape Stomping Festival every September. Experience the Italian Way of Living, with wine, food and family.
Customize this Trip

OVERVIEW

Hop on board and get ready for an unforgettable adventure! Our journey takes us on a cross-country adventure, from the bustling streets of Chicago to the charming canals of Albany. We'll traverse vast landscapes, marvel at iconic landmarks, and uncover the rich history that connects these two vibrant cities.

As we roll through the countryside, we'll pass by sprawling fields, picturesque towns, and majestic mountains. Along the way, we'll delve into the stories of the people and events that have shaped the nation, visiting historical sites and learning about the cultures that have influenced the region. The journey is not just about the destination, but the countless experiences we'll share along the way.

From the vibrant shores of Lake Michigan to the serene banks of the Hudson River, this cross-country adventure will be an unforgettable experience. We'll create memories that will last a lifetime, and gain a deeper appreciation for the diverse landscapes, rich history, and countless stories that make up the fabric of our nation.

1
Start:Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
2
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
3
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
4
Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
Chicago, IL
5
Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
1060 W. Addison St., Chicago, IL 60613-4566
6
Allen County War Memorial Coliseum
Fort Wayne, Indiana·
4.0
(99) review
4000 Parnell Ave, Fort Wayne, IN 46805-1414
7
Lakeside Park & Rose Garden
Fort Wayne, Indiana·
4.5
(96) review
1401 Lake Ave, Fort Wayne, IN 46805
8
Amherstburg Navy Yard National Historic Site
Amherstburg, Ontario·
5.0
(94) review
Dalhousie Street, Amherstburg, Ontario N9V 1W7 Canada
9
Sprucewood Shores Estate Winery
Harrow, Essex, Ontario·
4.5
(97) review
The Sprucewood Family warmly welcomes you to sample handcrafted 100% Ontario VQA wines at Ontario's only beachfront destination vineyard, winery and tasting room. We are situated on 45 Acres with access to gardens, a sandy beach, and picnic tables. Enjoy a glass of wine with a picnic basket and explore our grounds year round. Tasting room open 7 days a week 11am - 5pm (we occasionally close early due to special events. Please check our social media for daily updates @sprucewoodshores)
7258 Cty Rd, 50 West, Harrow, Essex, Ontario N0R 1G0 Canada
10
Fish Point Nature Reserve
Pelee Island, Ontario·
4.5
(92) review
McCormick Rd, Ontario N0R 1M0 Canada
11
Rock & Roll Hall of Fame
Cleveland, Ohio·
4.5
(9964) review
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
1100 Rock and Roll Blvd Main Terminal, Cleveland, OH 44114-1023
12
Federal Reserve Bank of Cleveland: Education and Learning Center
Cleveland, Ohio·
4.5
(95) review
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
1455 E 6th St, Cleveland, OH 44114-2517
13
Museum of Contemporary Art Cleveland
Cleveland, Ohio·
3.5
(93) review
11400 Euclid Ave, Cleveland, OH 44106-3926
14
Lock 3
Akron, Ohio·
4.5
(98) review
200 S Main St, Akron, OH 44308-1315
15
Erie Bayfront Convention Center
Erie, Pennsylvania·
4.5
(97) review
1 Sassafras Pier, Erie, PA 16507-2011
16
Presque Isle Downs & Casino
Erie, Pennsylvania·
3.5
(981) review
Presque Isle Downs & Casino is your best bet for gaming excitement! With over 1,500 of the hottest slots, you'll find a thrilling new game to spin every time you play. Prefer tables? You're in luck! Come try your hand at any of our over 30 thrilling table games. Like to bet on sports? Get in the game at our TwinSpires Sportsbook! With convenient sports betting kiosks, wagering is quick and easy so you'll never miss a minute of the action. Plus, catch seasonal live thoroughbred horse racing at our track! While you're here be sure to sign up for our Players Club. All new members get up to $2,500 free slot play or $25 in guaranteed match play right out of the gate! It's fast and free to join. Every time you play with your Players Club card you'll earn valuable reward points that qualify you to enjoy members-only promotions, perks, exclusive offers and much more! Presque Isle Downs & Casino is located in Erie, PA, just off of I-90 at Exit 27. Gambling Problem? Call 1-800 GAMBLER.
8199 Perry Hwy, Erie, PA 16509-6640
17
Casa Larga Vineyards
Rochester, Finger Lakes, New York·
4.5
(98) review
Casa Larga Vineyards – We are now celebrating 45 years of producing award winning Finger Lakes wines. In 1974, Mr. C planted the first two acres in Fairport, NY, naming it Casa Larga after his grandparents' vineyards in Italy. The first harvest came in 1978 and won three awards at the NYS Wine Competition. Estate White (currently Pallido) and Estate Red (currently Tramonto) were those first wines. Mr. C's dream came true and passion, patience and tenderness were his gifts to the vines and the wines they produced. Mr. C's hobby matured into a larger business, and Casa Larga became the 21st licensed winery in New York State. Casa Larga has now entered the golden era of New York State winemaking, becoming an icon, as well as a sparkling jewel of the Finger Lakes and Rochester regions. We are home to the New York State Ice Wine Festival every February and the Purple Foot Grape Stomping Festival every September. Experience the Italian Way of Living, with wine, food and family.
2287 Turk Hill Rd, Rochester, NY 14450-9579

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Albany?
The distance is 814 miles
What's the travel time between Chicago and Albany?
The driving time can vary depending on traffic conditions, but it is typically 15h 36m mins in normal traffic
What are some of the best cities to visit between Chicago and Albany?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Albany?
There are plenty! Here are some stops you shouldn’t miss on your way to Albany
What’s the weather like in Albany?
The weather in Albany is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Albany in January
Weather in Albany in February
Weather in Albany in March
Weather in Albany in April
Weather in Albany in May
Weather in Albany in June
Weather in Albany in July
Weather in Albany in August
Weather in Albany in September
Weather in Albany in October
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Weather in Albany in December
Interested in a detailed plan for your time in Albany?
Plan your dream Albany trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Albany
A 2-day itinerary in Albany
A 3-day itinerary in Albany
A 4-day itinerary in Albany
A 5-day itinerary in Albany
A 6-day itinerary in Albany
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
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