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By Huuk Team

Road trip from Chicago to Syracuse

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iconNature & Parks
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ITINERARY

13h 1m679 miles19 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
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.
16
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.
17
Rosamond Gifford Zoo
1 Conservation Pl, Syracuse, NY 13204-2590
Founded in 1914, the Rosamond Gifford Zoo at Burnet Park is home to more than 700 animals representing 275 species, many of them endangered or threatened in the wild. As an accredited member of the Association of Zoos & Aquariums (AZA), we are among only 236 zoos and aquariums in the nation proven to meet the highest standards of animal care, conservation and guest experience. We are dedicated to connecting people to the natural world by providing engaging experiences, exceptional animal welfare, and unparalleled conservation education. The zoo is co-operated by Onondaga County Parks and the Friends of the Rosamond Gifford Zoo with the mission to provide guests “the best day ever,” ensuring experiences that excite, memories that endure, and knowledge that inspires world wildlife conservation.
18
Buried Acorn Brewing
881 Van Rensselaer St, Syracuse, NY 13204-1156
At Buried Acorn we focus on the wild side of things offering 30 taps of IPA, Lager, sours, and funky barrel-aged beers. Come check out our brand new food menu offering a Chicago style Italian Beef sandwich amongst other lovely pub fare. Cheers! Love, Buried Acorn
19
Funny Bone Comedy Club
10301 Destiny USA Dr, Syracuse, NY 13204-9014
Customize this Trip

OVERVIEW

Travel through the ever-changing landscape of the Midwest and Northeast as you journey from the bustling metropolis of Chicago to the historic city of Syracuse. Marvel at picturesque farmlands and charming towns as you wind your way through the heartland of America. Along the journey, you'll be accompanied by rolling hills and sparkling rivers, reminding you of the beauty that surrounds us.

As you approach the East Coast, the terrain transforms into a tapestry of lush forests and serene lakes. The crisp autumn air carries the scent of fallen leaves and the promise of adventure. Pass through quaint New England villages adorned with colonial architecture and welcoming smiles. The journey unfolds like a captivating storybook, revealing the rich heritage and natural wonders that define these regions.

Prepare to be captivated by the vibrant spirit of Syracuse, a city steeped in history and brimming with culture. Immerse yourself in the local flavors and traditions, discovering hidden gems and creating memories that will last a lifetime. Your journey from Chicago to Syracuse promises an unforgettable adventure filled with breathtaking landscapes, charming encounters, and a deep appreciation for the diversity that makes America so extraordinary.

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
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
16
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
17
Rosamond Gifford Zoo
Syracuse, Finger Lakes, New York·
4.5
(902) review
Founded in 1914, the Rosamond Gifford Zoo at Burnet Park is home to more than 700 animals representing 275 species, many of them endangered or threatened in the wild. As an accredited member of the Association of Zoos & Aquariums (AZA), we are among only 236 zoos and aquariums in the nation proven to meet the highest standards of animal care, conservation and guest experience. We are dedicated to connecting people to the natural world by providing engaging experiences, exceptional animal welfare, and unparalleled conservation education. The zoo is co-operated by Onondaga County Parks and the Friends of the Rosamond Gifford Zoo with the mission to provide guests “the best day ever,” ensuring experiences that excite, memories that endure, and knowledge that inspires world wildlife conservation.
1 Conservation Pl, Syracuse, NY 13204-2590
18
Buried Acorn Brewing
Syracuse, Finger Lakes, New York·
4.0
(9) review
At Buried Acorn we focus on the wild side of things offering 30 taps of IPA, Lager, sours, and funky barrel-aged beers. Come check out our brand new food menu offering a Chicago style Italian Beef sandwich amongst other lovely pub fare. Cheers! Love, Buried Acorn
881 Van Rensselaer St, Syracuse, NY 13204-1156
19
Funny Bone Comedy Club
Syracuse, Finger Lakes, New York·
3.5
(89) review
10301 Destiny USA Dr, Syracuse, NY 13204-9014

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Syracuse?
The distance is 679 miles
What's the travel time between Chicago and Syracuse?
The driving time can vary depending on traffic conditions, but it is typically 13h 1m mins in normal traffic
What are some of the best cities to visit between Chicago and Syracuse?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Syracuse?
There are plenty! Here are some stops you shouldn’t miss on your way to Syracuse
What’s the weather like in Syracuse?
The weather in Syracuse is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Syracuse in January
Weather in Syracuse in February
Weather in Syracuse in March
Weather in Syracuse in April
Weather in Syracuse in May
Weather in Syracuse in June
Weather in Syracuse in July
Weather in Syracuse in August
Weather in Syracuse in September
Weather in Syracuse in October
Weather in Syracuse in November
Weather in Syracuse in December
Interested in a detailed plan for your time in Syracuse?
Plan your dream Syracuse trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Syracuse
A 2-day itinerary in Syracuse
A 3-day itinerary in Syracuse
A 4-day itinerary in Syracuse
A 5-day itinerary in Syracuse
A 6-day itinerary in Syracuse
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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