60 days in Illinois, Missouri & New York City Itinerary

60 days in Illinois, Missouri & New York City Itinerary

Created using Inspirock United States tour planner
Make it your trip
Fly
1
Chicago
— 8 nights
Fly
2
Galena
— 3 nights
Drive
3
Rockford
— 6 nights
Fly
4
Springfield
— 6 nights
Drive
5
Saint Louis
— 6 nights
Drive
6
Makanda
— 2 nights
Drive
7
Branson
— 6 nights
Drive
8
Kansas City
— 6 nights
Fly
9
New York City
— 16 nights
Fly

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Chicago — 8 nights

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll find plenty of places to visit near Chicago: Lilacia Park (in Lombard) and Chicago Botanic Garden (in Glencoe). There's still lots to do: explore the world behind art at The Art Institute of Chicago, walk around Millennium Park, learn about wildlife with up-close encounters at Lincoln Park Zoo, and observe the fascinating underwater world at Shedd Aquarium.

For reviews, ratings, photos, and other tourist information, read Chicago trip itinerary planner.

Jerusalem, Israel to Chicago is an approximately 14.5-hour flight. The time zone difference moving from Israel Standard Time to Central Standard Time is minus 8 hours. Traveling from Jerusalem in May, expect Chicago to be little chillier, temps between 25°C and 13°C. Finish your sightseeing early on the 7th (Wed) to allow enough time to fly to Galena.
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Parks · Museums · Childrens Museums · Zoos & Aquariums
Side Trips

Galena — 3 nights

Galena is the largest city in and the county seat of Jo Daviess County, Illinois, with a population of 3,429 at the 2010 census. Explore Galena's surroundings by going to Fulton (Windmill Cultural Center, De Immigrant Windmill, &more) and Stockton Heritage Museum (in Stockton). Next up on the itinerary: sample the fine beverages at Blaum Bros. Distilling Co., contemplate the long history of Ulysses S. Grant Home, go on a hair-raising tour with a ghost and vampire tour, and appreciate the history behind Galena Veterans Memorial Park.

For where to stay, traveler tips, and tourist information, go to the Galena online travel route builder.

Getting from Chicago to Galena by flight takes about 2.5 hours. Other options: drive; or take a bus. In June in Galena, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 10th (Sat) to allow time to drive to Rockford.
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Historic Sites · Museums · Breweries & Distilleries · Parks
Side Trips

Rockford — 6 nights

Rockford is the third largest city in the U.S. state of Illinois, the 171st most populous city in the United States, the largest city in Illinois outside of the Chicago metropolitan area, and the city of the 148th most populous metropolitan area in the United States. Change things up with these side-trips from Rockford: Rotary Botanical Gardens (in Janesville), Whiskey Acres Distilling Co. (in DeKalb) and Kishwauketoe Conservancy (in Williams Bay). The adventure continues: admire the natural beauty at Anderson Japanese Gardens, examine the collection at Barnacopia, get outside with Outdoor Activities, and admire the majestic nature at Hennepin Canal State Park.

To see more things to do, ratings, and tourist information, read Rockford trip itinerary builder site.

Traveling by car from Galena to Rockford takes 2 hours. Alternatively, you can drive; or do a combination of bus and taxi; or take a bus. Expect a daytime high around 32°C in June, and nighttime lows around 18°C. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Springfield.
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Parks · Museums · Tours · Outdoors
Side Trips

Springfield — 6 nights

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Explore the numerous day-trip ideas around Springfield: Hannibal (Lovers Leap & Rockcliffe Mansion (Tours)), Peoria (Grand View Drive & Forest Park Nature Center) and Wheels O' Time Museum (in Dunlap). Next up on the itinerary: identify plant and animal life at Lincoln Memorial Garden, admire the striking features of Elijah Iles House, contemplate the long history of Dana-Thomas House, and take an in-depth tour of Abraham Lincoln Presidential Library and Museum.

To see maps, ratings, traveler tips, and other tourist information, go to the Springfield holiday planner.

Drive from Rockford to Springfield in 3.5 hours. Alternatively, you can fly; or do a combination of bus and train. Expect a daytime high around 34°C in June, and nighttime lows around 21°C. Finish your sightseeing early on the 22nd (Thu) to allow enough time to drive to Saint Louis.
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Parks · Museums · Historic Sites · Outdoors
Side Trips

Saint Louis — 6 nights

Test the local claim that Saint Louis is second only to Washington, D.C. in the number of free activities available by spending your holiday exploring the city's central neighborhoods, famous for their restored century-old red-brick buildings.
Explore Saint Louis' surroundings by going to Deutschheim State Historic Site (in Hermann), America's National Churchill Museum (in Fulton) and Pinckney Bend Distillery (in New Haven). There's still lots to do: pause for some serene contemplation at Cathedral Basilica of Saint Louis, appreciate the history behind The Gateway Arch, admire nature's wide array of creatures at Saint Louis Zoo, and admire the majestic nature at Elephant Rocks State Park.

Plan a Saint Louis trip in moments using our itinerary builder.

Traveling by car from Springfield to Saint Louis takes 2 hours. Alternatively, you can take a train. Expect a daytime high around 36°C in June, and nighttime lows around 22°C. Wrap up your sightseeing on the 28th (Wed) early enough to drive to Makanda.
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Parks · Historic Sites · Trails · Outdoors
Side Trips

Makanda — 2 nights

Makanda is a village in Jackson County, Illinois, United States. Kick off your visit on the 29th (Thu): identify plant and animal life at Henry N Barkhausen Cache River Wetlands Center and then explore the different monuments and memorials at Mound City National Cemetery. Keep things going the next day: trek along Pomona Natural Bridge, trek along Shawnee Hills, and then identify plant and animal life at Shawnee Bluffs Canopy Tour.

To find more things to do, where to stay, and other tourist information, read our Makanda road trip website.

You can drive from Saint Louis to Makanda in 2.5 hours. Another option is to drive. Expect a daytime high around 35°C in June, and nighttime lows around 22°C. Wrap up your sightseeing on the 30th (Fri) to allow time to drive to Branson.
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Parks · Outdoors · Trails · Wildlife
Side Trips

Branson — 6 nights

Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
You'll find plenty of places to visit near Branson: Springfield (NRA National Sporting Arms Museum, Springfield Botanical Gardens at Nathanael Greene/Close Memorial Park, &more). There's lots more to do: get outside with Outdoor Activities, awaken your taste buds at VIP Tours of Branson, explore the activities along Table Rock Lake, and tour the pleasant surroundings at College of the Ozarks.

To see reviews, maps, traveler tips, and more tourist information, read Branson trip itinerary builder tool.

You can drive from Makanda to Branson in 5.5 hours. Alternatively, you can drive. In June, daytime highs in Branson are 34°C, while nighttime lows are 21°C. Finish up your sightseeing early on the 6th (Thu) so you can go by car to Kansas City.
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Parks · Museums · Outdoors · Tours
Side Trips

Kansas City — 6 nights

The largest municipality in Missouri, Kansas City has an impressive array of world-class museums, shopping areas, and great places to eat, all of which attract tourism to the area.
You'll find plenty of places to visit near Kansas City: Blue Spring (in Ellington) and Weston (Pirtle Winery & Holladay Distillery). There's still lots to do: get engrossed in the history at National WWI Museum and Memorial, stroll around Thomas Hart Benton Home and Studio State Historic Site, sample the fine beverages at Tom's Town Distilling Co., and see the interesting displays at Arabia Steamboat Museum.

To find maps, reviews, photos, and more tourist information, read our Kansas City trip planner.

Drive from Branson to Kansas City in 4 hours. Alternatively, you can take a bus; or fly. July in Kansas City sees daily highs of 37°C and lows of 26°C at night. Wrap up your sightseeing on the 12th (Wed) early enough to fly to New York City.
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Parks · Museums · Breweries & Distilleries · Historic Sites
Side Trips

New York City — 16 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
You'll find plenty of places to visit near New York City: Philadelphia (Betsy Ross House, Franklin Square, &more) and Coney Island (in Brooklyn). Next up on the itinerary: walk around Central Park, steep yourself in history at 9/11 Memorial, admire the landmark architecture of Grand Central Terminal, and stroll through The High Line.

To find maps, where to stay, reviews, and other tourist information, you can read our New York City trip builder app.

You can fly from Kansas City to New York City in 5 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Kansas City to New York City, you'll lose 1 hour due to the time zone difference. In July, plan for daily highs up to 35°C, and evening lows to 26°C. Finish up your sightseeing early on the 28th (Fri) so you can catch the flight back home.
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Museums · Parks · Historic Sites · Shopping
Side Trips

Illinois travel guide

4.3
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.
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Missouri travel guide

4.5
Theaters · Performances · Specialty Museums
The Show-Me State
Acquired from France as part of the famous Louisiana Purchase, Missouri offers visitors equal amounts of urban and rural tourist attractions, with a good sprinkling of lush valleys and meandering back roads ideal for leisurely road trips. The state has a highly varied geography, ranging from the till plains in the north to the rolling Ozark Mountains in the south. The state sits at the intersection of North America's three greatest rivers, creating fertile plains known for supporting extensive farms and ranches. Now generally considered part of the country's Midwest, most people used to count Missouri among the southern states, primarily due to its status as a slave state before the Civil War.
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