Road trip from New York to Chicago
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Nature & Parks
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Sights & Landmarks
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All Category
Food & Drink
Nature & Parks
Concerts & Shows
Fun & Games
Shopping
Nightlife
Sights & Landmarks
Outdoor Activities
Museums
Water & Amusement Parks
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ITINERARY
15h 1m795 miles32 stops
1
Accomplice New York
This comedic interactive experience sends you on a mission to assist a bunch of ex-cons lookin’ to skip town. The journey starts near the South Street Seaport and works its way up through some of New York City's most colorful neighborhoods. Several alcoholic beverages and light appetizers are included during this three hour journey. For private groups, you can book up to 15 people. Basic pricing per person is $85.00. Accomplice also runs a Village show, a Chelsea show and a traveling meal, each with its own characters and story line. For more information, please visit our website!
2
BrainXcape
3
Daniel Roy's Parlour Of Deceptions
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
The Blue Bar, Algonquin Hotel
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
5
Precision NY Chauffeur & Airport Transportation Services
Here at Precision NY Chauffeur & Airport Transportation Service, we offer limousine service and point to point transportation NYC. You can always depend on us for reliable transportation New York, New Jersey, Westchester, Connecticut, Washington DC, Pennsylvania, and Boston. Along with equitable rates and attentive service, we offer transfer services anywhere within the country. For your convenience, you may reserve any vehicle from our fleet vehicles up to 24 hours in advance, including the Lincoln MKT, Lincoln Town Car and Cadillac XTS. For larger parties or a more comfortable ride, we have Cadillac™ Escalades, Lincoln™ Navigators, and Chevy™ Suburbans. We also carry New 2023 and 2024 Mercedes S560s.
6
Chelsea Market
Chelsea Market is a world-famous food hall in the heart of New York City's Meatpacking District. Commonly featured in walking and food tours, the market has an array of dining options that draw both locals and travelers. Set aside a couple of hours to conquer the corridors of this sprawling indoor marketplace. Many travelers load up on fresh produce, prime cuts of meat, artisanal cheeses, and even imported Italian dry goods. For more elbow room, visit either early in the morning or late in the afternoon. Plus, keep a lookout for delicious free samples and the quaint bookstore on site. – Tripadvisor
7
The Shops at Riverside
A beautiful and sophisticated retail destination for world-class luxury shopping, dining and entertainment, The Shops at Riverside® is conveniently located only minutes from Manhattan in the affluent suburban area of Bergen County, New Jersey. Spanning two levels, The Shops at Riverside® is anchored by Bloomingdale’s, Barnes & Noble, an AMC Dine-in Theatre, and a full-service day spa. Shoppers will experience an unrivaled collection of luxury shops including Louis Vuitton, Tiffany & Co., Bottega Veneta, Jimmy Choo, Ferragamo and other top brands as well as “New Jersey’s own Restaurant Row,” with nine full-service restaurants. The mall is closed on Sundays, however the restaurants, spa, AMC Theatres, Life Time, and Barnes & Noble are open for business.
8
Duke Island Park
9
Profeta Farms
10
Minebrook Golf Course
11
Donaldson Farms
Our 500+ acre family-owned and operated produce farm is nestled in the hills of northwestern New Jersey and approximately 90 minutes from New York City and just under an hour drive from the Lehigh Valley, Pa area. Our large farm market offers our freshly-harvested fruits and vegetables, pick-your-own strawberries (June), red and black raspberries and blackberries (July-September), apples (late-August through mid-November) and pumpkins and Indian corn in October. Our farm also offers educational farm tours and school field trips, private tent areas for birthday parties, weddings and other special events, seasonal festival weekends in June and October and other special events and festivals including a Spring and Fall Crafters & Artisan Fair, Food Truck Festival, Summer Nights on the Farm community events and much more. Be sure to take home one of our freshly-baked pies! Our farm market is also stocked with local dairy, glass-bottled milk and other locally sourced items. See you soon!
12
Pocono Environmental Education Center
Pocono Environmental Education Center (PEEC) is a private, 501(c)(3) non-profit organization and the education partner of the National Park Service in the Delaware Water Gap National Recreation Area. For over 50 years, PEEC has successfully cultivated an appreciation and love of nature in the tens of thousands of annual visitors, which include school groups, informal learning groups, families, adult learners, professionals, and the general public. PEEC’s residential environmental education campus is located in Dingmans Ferry, Pike County, PA, within the heart of the Delaware Water Gap National Recreation Area. PEEC is an exceptional place for customized field trips and retreats for schools, groups, and families. PEEC is also open to the public; our program calendar has something for everyone and our hiking trails are free and available year-round.
13
Blue Lightning Tubing
Experience the thrill of snowtubing year-round at Pocono Mountain Villas by Exploria Resorts. Blue Lightning, the only all season tubing facility in the Pocono Mountains, offers a Magic Carpet lift and two 400 foot tubing lanes. Ride to the top, walk off, and start tubing by sitting down on the tube and gliding down on the special runs that allow tubing without snow or water. Participants must be at least 4 years old and 40 inches tall. Exploria is a CARD ONLY resort.
14
Jean Yetter's Year Round Yard Sale
9 Rooms of Discounted New and Pre-Owned Items and a Huge Basement too! I have been here since 1980 and Love meeting people from all over the country (and world)!
15
Twin Rivers Tubing
New for 2022 are Cooler Tubes for carrying coolers and personal gear. WE MOVED to EASTON PA from Phillipsburg NJ in 2021. Going on our 9th season. Best in Class Facilities - Over Looking The River Falls It is a breathtaking setting located in Easton, PA overlooking the state of New Jersey. This is where the Lehigh River & Delaware River merge. You and your loved ones will be energized for the fun 2-3 hour water journey ahead of you! We offer Regular, Extra Large and Backrest tubes with cup holders and Cooler tubes. Tube tethers are free for complete connected fun! Facilities include indoor changing rooms and rest rooms. Our ratings speak to our ability to go above & beyond in customer service! We accommodate the single tuber to the largest corporate outing, camp groups, church groups, bachelor/bachorlette parties, fundraisers and of course simple family fun! After tubing there are plenty of places to eat and drink in Downtown Easton all in 5 minute walking distance. We are the only t
16
Skylanes Bowling Center
17
Big Pocono State Park
18
Mount Airy Casino
19
Lehigh Gorge Scenic Railway
Lehigh Gorge trains, a trademark of the Reading and Northern Railroad, take a 70 minute round-trip tour following the Lehigh River over bridges, through Glen Onoko, into the Lehigh Gorge State Park. High-rising cliffs and mountain scenery surround the train along the route to Old Penn Haven. You will see hikers, rafters, mountain bikers, and wildlife along the railroad. You will learn about railroad lore, wildlife, the history of the anthracite coal region, and the people who launched America into the Industrial Age. Seasonal days and hours apply throughout the year. Call for more information or visit our website for current schedules.
20
Steamtown National Historic Site
This small museum is all about steam engines and their contribution to America's economy in the 19th century.
21
Venango Museum of Art, Science and Industry
22
Paladin Brewing
23
Gorge Metro Park
24
Lock 3
25
Museum of Contemporary Art Cleveland
26
Federal Reserve Bank of Cleveland: Education and Learning Center
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.
27
Rock & Roll Hall of Fame
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
28
SouthPark Mall
For shopping near Cleveland, the SouthPark Mall is a favored destination. The mall hosts Dillard's and Macy's department stores, over 175 restaurants and shops and a Cinemark movie theater in Strongsville, OH. Find the shopping center at Royalton and Howe, just west of I-71.
29
Great Northern Mall
Great Northern Mall near Cleveland hosts shopping, Macy's and JCPenney department stores, Dick's Sporting Goods store, and over 120 more shops and restaurants. The mall is twelve miles southwest of Cleveland on I-480. Find convenient family parking near the H&M and Dillard's mall entrances.
30
Cedar Point
More than just an amusement park, Cedar Point features hotels, restaurants, beautiful grounds along with an impressive variety of thrill-rides.
31
Shedd Aquarium
Get ready for unforgettable encounters with belugas and bluegills, stingrays and sturgeons, sea stars and sea otters — and so many more animals from aquatic environments around the world! See penguins fly through chilly waters, spot sleek sharks cruising overhead and count the suckers on an octopus’ legs. At Shedd, you can look nature in the eye, investigate and discover. Get ready for beauty that surprises, mesmerizes, inspires and moves you!
32
Wrigley Field
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.
Customize this Trip
OVERVIEW
New York to Chicago
1
Start:Accomplice New York
New York City, New York·
4.5
(987) review
This comedic interactive experience sends you on a mission to assist a bunch of ex-cons lookin’ to skip town. The journey starts near the South Street Seaport and works its way up through some of New York City's most colorful neighborhoods. Several alcoholic beverages and light appetizers are included during this three hour journey. For private groups, you can book up to 15 people. Basic pricing per person is $85.00. Accomplice also runs a Village show, a Chelsea show and a traveling meal, each with its own characters and story line. For more information, please visit our website!
2
Start:BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
3
Start: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.
4
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.
5
Start:Precision NY Chauffeur & Airport Transportation Services
New York City, New York·
5.0
(99) review
Here at Precision NY Chauffeur & Airport Transportation Service, we offer limousine service and point to point transportation NYC. You can always depend on us for reliable transportation New York, New Jersey, Westchester, Connecticut, Washington DC, Pennsylvania, and Boston. Along with equitable rates and attentive service, we offer transfer services anywhere within the country. For your convenience, you may reserve any vehicle from our fleet vehicles up to 24 hours in advance, including the Lincoln MKT, Lincoln Town Car and Cadillac XTS. For larger parties or a more comfortable ride, we have Cadillac™ Escalades, Lincoln™ Navigators, and Chevy™ Suburbans. We also carry New 2023 and 2024 Mercedes S560s.
6
Start:Chelsea Market
New York City, New York·
4.5
(9849) review
Chelsea Market is a world-famous food hall in the heart of New York City's Meatpacking District. Commonly featured in walking and food tours, the market has an array of dining options that draw both locals and travelers. Set aside a couple of hours to conquer the corridors of this sprawling indoor marketplace. Many travelers load up on fresh produce, prime cuts of meat, artisanal cheeses, and even imported Italian dry goods. For more elbow room, visit either early in the morning or late in the afternoon. Plus, keep a lookout for delicious free samples and the quaint bookstore on site. – Tripadvisor
7
Start:The Shops at Riverside
Hackensack, New Jersey·
4.0
(99) review
A beautiful and sophisticated retail destination for world-class luxury shopping, dining and entertainment, The Shops at Riverside® is conveniently located only minutes from Manhattan in the affluent suburban area of Bergen County, New Jersey. Spanning two levels, The Shops at Riverside® is anchored by Bloomingdale’s, Barnes & Noble, an AMC Dine-in Theatre, and a full-service day spa. Shoppers will experience an unrivaled collection of luxury shops including Louis Vuitton, Tiffany & Co., Bottega Veneta, Jimmy Choo, Ferragamo and other top brands as well as “New Jersey’s own Restaurant Row,” with nine full-service restaurants. The mall is closed on Sundays, however the restaurants, spa, AMC Theatres, Life Time, and Barnes & Noble are open for business.
8
Start:Duke Island Park
Bridgewater, New Jersey·
4.5
(99) review
Old York Road, Bridgewater, NJ
9
Start:Profeta Farms
Readington, New Jersey·
4.5
(8) review
803 Us 202, Readington, NJ 08822
10
Start:Minebrook Golf Course
Hackettstown, New Jersey·
3.5
(8) review
500 Schooleys Mountain Rd, Hackettstown, NJ 07840-4017
11
Start:Donaldson Farms
Hackettstown, New Jersey·
4.5
(56) review
Our 500+ acre family-owned and operated produce farm is nestled in the hills of northwestern New Jersey and approximately 90 minutes from New York City and just under an hour drive from the Lehigh Valley, Pa area. Our large farm market offers our freshly-harvested fruits and vegetables, pick-your-own strawberries (June), red and black raspberries and blackberries (July-September), apples (late-August through mid-November) and pumpkins and Indian corn in October. Our farm also offers educational farm tours and school field trips, private tent areas for birthday parties, weddings and other special events, seasonal festival weekends in June and October and other special events and festivals including a Spring and Fall Crafters & Artisan Fair, Food Truck Festival, Summer Nights on the Farm community events and much more. Be sure to take home one of our freshly-baked pies! Our farm market is also stocked with local dairy, glass-bottled milk and other locally sourced items. See you soon!
12
Start:Pocono Environmental Education Center
Dingmans Ferry, Pocono Mountains Region, Pennsylvania·
4.5
(97) review
Pocono Environmental Education Center (PEEC) is a private, 501(c)(3) non-profit organization and the education partner of the National Park Service in the Delaware Water Gap National Recreation Area. For over 50 years, PEEC has successfully cultivated an appreciation and love of nature in the tens of thousands of annual visitors, which include school groups, informal learning groups, families, adult learners, professionals, and the general public. PEEC’s residential environmental education campus is located in Dingmans Ferry, Pike County, PA, within the heart of the Delaware Water Gap National Recreation Area. PEEC is an exceptional place for customized field trips and retreats for schools, groups, and families. PEEC is also open to the public; our program calendar has something for everyone and our hiking trails are free and available year-round.
13
Start:Blue Lightning Tubing
East Stroudsburg, Pocono Mountains Region, Pennsylvania·
4.0
(6) review
Experience the thrill of snowtubing year-round at Pocono Mountain Villas by Exploria Resorts. Blue Lightning, the only all season tubing facility in the Pocono Mountains, offers a Magic Carpet lift and two 400 foot tubing lanes. Ride to the top, walk off, and start tubing by sitting down on the tube and gliding down on the special runs that allow tubing without snow or water. Participants must be at least 4 years old and 40 inches tall. Exploria is a CARD ONLY resort.
14
Start:Jean Yetter's Year Round Yard Sale
East Stroudsburg, Pocono Mountains Region, Pennsylvania·
3.0
(9) review
9 Rooms of Discounted New and Pre-Owned Items and a Huge Basement too! I have been here since 1980 and Love meeting people from all over the country (and world)!
15
Start:Twin Rivers Tubing
Easton, Pennsylvania·
4.5
(92) review
New for 2022 are Cooler Tubes for carrying coolers and personal gear. WE MOVED to EASTON PA from Phillipsburg NJ in 2021. Going on our 9th season. Best in Class Facilities - Over Looking The River Falls It is a breathtaking setting located in Easton, PA overlooking the state of New Jersey. This is where the Lehigh River & Delaware River merge. You and your loved ones will be energized for the fun 2-3 hour water journey ahead of you! We offer Regular, Extra Large and Backrest tubes with cup holders and Cooler tubes. Tube tethers are free for complete connected fun! Facilities include indoor changing rooms and rest rooms. Our ratings speak to our ability to go above & beyond in customer service! We accommodate the single tuber to the largest corporate outing, camp groups, church groups, bachelor/bachorlette parties, fundraisers and of course simple family fun! After tubing there are plenty of places to eat and drink in Downtown Easton all in 5 minute walking distance. We are the only t
16
Start:Skylanes Bowling Center
East Stroudsburg, Pocono Mountains Region, Pennsylvania·
4.0
(9) review
100 Eagle Valley Mall, East Stroudsburg, PA 18301
17
Start:Big Pocono State Park
Tannersville, Pocono Mountains Region, Pennsylvania·
4.5
(91) review
980 Camelback Rd, Tannersville, PA 18372
18
Start:Mount Airy Casino
Mount Pocono, Pocono Mountains Region, Pennsylvania·
3.5
(930) review
312 Woodland Rd, Mount Pocono, PA 18344-7172
19
Start:Lehigh Gorge Scenic Railway
Jim Thorpe, Pocono Mountains Region, Pennsylvania·
4.0
(955) review
Lehigh Gorge trains, a trademark of the Reading and Northern Railroad, take a 70 minute round-trip tour following the Lehigh River over bridges, through Glen Onoko, into the Lehigh Gorge State Park. High-rising cliffs and mountain scenery surround the train along the route to Old Penn Haven. You will see hikers, rafters, mountain bikers, and wildlife along the railroad. You will learn about railroad lore, wildlife, the history of the anthracite coal region, and the people who launched America into the Industrial Age. Seasonal days and hours apply throughout the year. Call for more information or visit our website for current schedules.
20
Start:Steamtown National Historic Site
Scranton, Pennsylvania·
4.5
(902) review
This small museum is all about steam engines and their contribution to America's economy in the 19th century.
21
Start:Venango Museum of Art, Science and Industry
Oil City, Pennsylvania·
4.5
(9) review
270 Seneca St, Oil City, PA 16301-1304
22
Start:Paladin Brewing
Austintown, Youngstown, Ohio·
4.5
(9) review
6520 Mahoning Ave, Austintown, Youngstown, OH 44515-2012
23
Start:Gorge Metro Park
Cuyahoga Falls, Ohio·
4.5
(99) review
1160 Front St., Cuyahoga Falls, OH
24
Start:Lock 3
Akron, Ohio·
4.5
(98) review
200 S Main St, Akron, OH 44308-1315
25
Start:Museum of Contemporary Art Cleveland
Cleveland, Ohio·
3.5
(93) review
11400 Euclid Ave, Cleveland, OH 44106-3926
26
Start: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.
27
Start: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
28
Start:SouthPark Mall
Strongsville, Ohio·
4.0
(94) review
For shopping near Cleveland, the SouthPark Mall is a favored destination. The mall hosts Dillard's and Macy's department stores, over 175 restaurants and shops and a Cinemark movie theater in Strongsville, OH. Find the shopping center at Royalton and Howe, just west of I-71.
29
Start:Great Northern Mall
North Olmsted, Ohio·
4.0
(93) review
Great Northern Mall near Cleveland hosts shopping, Macy's and JCPenney department stores, Dick's Sporting Goods store, and over 120 more shops and restaurants. The mall is twelve miles southwest of Cleveland on I-480. Find convenient family parking near the H&M and Dillard's mall entrances.
30
Start:Cedar Point
Sandusky, Ohio·
4.5
(9258) review
More than just an amusement park, Cedar Point features hotels, restaurants, beautiful grounds along with an impressive variety of thrill-rides.
31
Start:Shedd Aquarium
Chicago, Illinois·
4.0
(9907) review
Get ready for unforgettable encounters with belugas and bluegills, stingrays and sturgeons, sea stars and sea otters — and so many more animals from aquatic environments around the world! See penguins fly through chilly waters, spot sleek sharks cruising overhead and count the suckers on an octopus’ legs. At Shedd, you can look nature in the eye, investigate and discover. Get ready for beauty that surprises, mesmerizes, inspires and moves you!
32
Start:Wrigley Field
Chicago, Illinois·
4.5
(9954) 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.
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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Discover Exciting Road Trip Inspirations
New York to Chicago
795 miles
15h 0m
26 stops
MuseumsShoppingNature & ParksConcerts & ShowsSights & Landmarks
New York to Chicago
795 miles
15h 0m
26 stops
MuseumsShoppingNature & ParksConcerts & ShowsSights & Landmarks
New York to Chicago
795 miles
15h 0m
26 stops
MuseumsShoppingNature & ParksConcerts & ShowsSights & Landmarks
New York to Chicago
795 miles
15h 1m
17 stops
Nature & ParksMuseumsToursFun & GamesConcerts & Shows
New York to Chicago
795 miles
15h 1m
32 stops
Food & DrinkNature & ParksToursConcerts & ShowsFun & Games
New York to Chicago
795 miles
15h 1m
19 stops
Nature & ParksToursFun & GamesConcerts & ShowsNightlife
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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 1m mins in normal traffic
What are some of the best cities to visit between New York and Chicago?
Some popular stops include
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
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
Weather in Chicago in March
Weather in Chicago in April
Weather in Chicago in May
Weather in Chicago in June
Weather in Chicago in July
Weather in Chicago in August
Weather in Chicago in September
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
A 2-day itinerary in Chicago
A 3-day itinerary in Chicago
A 4-day itinerary in Chicago
A 5-day itinerary in Chicago
A 6-day itinerary in Chicago
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