19 days in United States Itinerary

19 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

19 days in United States Itinerary

Start: Sao Paulo
Fly:  14​h 15​min
1
Chicago
— 3 nights
Fly + Drive:  6​h 30​min
2
Mackinaw City
— 3 nights
Drive:  5​h
3
Green Bay
— 3 nights
Drive:  2​h
4
Milwaukee
— 4 nights
+3
Fly + taxi + bus + ferry:  7​h 15​min
5
Mackinac Island
— 2 nights
+3
ferry + bus + taxi + Fly:  20​h 15​min
End: Sao Paulo

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at Richard H. Driehaus Museum and First Division Museum at Cantigny. Eschew the tourist crowds and head to The Loop and Lakefront Trail. Change things up with these side-trips from Chicago: Cantigny Park (in Wheaton), Arlington Park (in Arlington Heights) and Volo Auto Museum (in Volo). There's much more to do: wander the streets of Lincoln Park, take in nature's colorful creations at Lincoln Park Conservatory, make a trip to Michigan Avenue Bridge, and get to know the fascinating history of Chicago Riverwalk.

To find ratings, photos, other places to visit, and more tourist information, go to the Chicago planning app .

Sao Paulo, Brazil to Chicago is an approximately 14.5-hour flight. You'll gain 3 hours traveling from Sao Paulo to Chicago due to the time zone difference. Plan for much colder temperatures traveling from Sao Paulo in December, with highs in Chicago at 3°C and lows at -3°C. Wrap up your sightseeing on the 5th (Thu) early enough to travel to Mackinaw City.

Things to do in Chicago

Parks Museums Historic Sites

Side Trips

Wheaton, Volo Auto Museum, Baha'i House of Worship, Arlington Park, Lake Michigan
Highlights from your plan
The Loop ©
The Loop
Cantigny Park ©
Cantigny Park
Volo Auto Museum ©
Volo Auto Museum

3
nights
Mackinaw City

Mackinaw City ©
Mackinaw City is a village in Emmet and Cheboygan counties in the U.S. Whitefish Point Bird Observatory and Three Pines Studio will appeal to museum buffs. Step off the beaten path and head to Aspen Park and Emmet County Beach 1 Mackinaw City. Change things up with these side-trips from Mackinaw City: Alpena (Thunder Bay Winery, Great Lakes Maritime Heritage Center, & more), Seul Choix Point Lighthouse (in Gulliver) and Crooked Vine Vineyard & Winery (in Alanson). There's much more to do: learn about winemaking at Mackinac Island Winery, take an in-depth tour of Mackinaw Bridge Museum, sample the tasty concoctions at Cheboygan Brewing Company, and identify plant and animal life at Seney National Wildlife Refuge.

To find maps, more things to do, other places to visit, and other tourist information, use the Mackinaw City trip tool .

You can do a combination of flight and car from Chicago to Mackinaw City in 6.5 hours. Other options are to do a combination of flight and bus; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Plan for slightly colder temperatures traveling from Chicago in December, with highs in Mackinaw City at 0°C and lows at -7°C. Wrap up your sightseeing on the 9th (Mon) to allow time to drive to Green Bay.

Things to do in Mackinaw City

Museums Parks Wildlife

Side Trips

Alpena, Whitefish Point Bird Observatory, Crooked Vine Vineyard & Winery, Aspen Park, Cheboygan Brewing Company
Highlights from your plan
Great Lakes Maritime Heritage Center ©
Seney National Wildlife Refuge ©
Seney National Wildlife Refuge
Whitefish Point Bird Observatory ©

3
nights
Green Bay

Green Bay ©
Home of the Green Bay Packers, the city of Green Bay centers around sports and is home to hundreds of notable football icons, including Brett Favre and Curly Lambeau.
Green Bay Packer Hall of Fame and Lautenbach's Orchard Country are good opportunities to explore the local culture. You'll explore the less-touristy side of things at EAA Aviation Museum and Wisconsin Maritime Museum. Get out of town with these interesting Green Bay side-trips: Sturgeon Bay (Door County Dog Store, Door County Maritime Museum, & more), Peninsula State Park (in Fish Creek) and Paine Art Center and Gardens (in Oshkosh). There's still lots to do: look for all kinds of wild species at Bay Beach Wildlife Sanctuary, learn about winemaking at Cold Country Vines & Wines, and see the interesting displays at National Railroad Museum.

Make your Green Bay itinerary with Inspirock to find out what to see and where to go.

You can drive from Mackinaw City to Green Bay in 5 hours. Alternatively, you can do a combination of bus and flight; or fly. Traveling from Mackinaw City to Green Bay, you'll gain 1 hour due to the time zone difference. In December, daytime highs in Green Bay are 0°C, while nighttime lows are -9°C. Cap off your sightseeing on the 12th (Thu) early enough to go by car to Milwaukee.

Things to do in Green Bay

Museums Parks Wineries

Side Trips

Sturgeon Bay, Oshkosh, Fish Creek, Wisconsin Maritime Museum, Cold Country Vines & Wines
Highlights from your plan
Green Bay Packer Hall of Fame ©
Green Bay Packer Hall of Fame
EAA Aviation Museum ©
EAA Aviation Museum
Wisconsin Maritime Museum ©
Wisconsin Maritime Museum

4
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Do some cultural sightseeing at Milwaukee Art Museum and Overture Center for the Arts. Let the collections at Milwaukee Public Museum and Chudnow Museum of Yesteryear capture your imagination. Explore Milwaukee's surroundings by going to Fisher King Winery (in Mount Horeb), National Mustard Museum (in Middleton) and New Glarus Brewing Company (in New Glarus). And it doesn't end there: sample the tasty concoctions at Lakefront Brewery, tour the pleasant surroundings at Geneva Lake Shore Path, explore the world behind art at Chazen Museum of Art, and test your team's savvy at Escape the Room.

For photos, reviews, traveler tips, and more tourist information, read our Milwaukee online trip itinerary builder .

Getting from Green Bay to Milwaukee by car takes about 2 hours. Other options: take a bus; or do a combination of flight and bus. Expect a daytime high around 1°C in December, and nighttime lows around -5°C. Wrap up your sightseeing on the 16th (Mon) early enough to travel back home.

Things to do in Milwaukee

Museums Breweries & Distilleries Historic Sites

Side Trips

Madison, Chocolate Museum, National Mustard Museum, Fisher King Winery, New Glarus Brewing Company
Highlights from your plan
Milwaukee Public Museum ©
Milwaukee Public Museum
Milwaukee Art Museum ©
Milwaukee Art Museum
National Mustard Museum ©
National Mustard Museum

2
nights
Mackinac Island

Mackinac Island ©
Mackinac Island is a city in Mackinac County in the U.S. Your cultural itinerary includes sights like St Anne's Catholic Church and Fort Holmes. Let the collections at Robert Stuart House and Liberty Lego Display capture your imagination. And it doesn't end there: look for all kinds of wild species at The Original Mackinac Island Butterfly House & Insect World, take a pleasant ride with a tour on horseback, steep yourself in history at Biddle House, and enjoy the sea views from Round Island Lighthouse.

To find ratings, reviews, maps, and other tourist information, read our Mackinac Island trip builder app .

You can do a combination of flight, bus, and ferry from Milwaukee to Mackinac Island in 7.5 hours. Other options are to do a combination of bus, flight, and ferry; or do a combination of flight and ferry. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In December in Mackinac Island, expect temperatures between 0°C during the day and -7°C at night. Wrap up your sightseeing on the 19th (Thu) to allow time to travel back home.

Things to do in Mackinac Island

Outdoors Golf Historic Sites
Highlights from your plan
Jewel Golf Course ©
Jewel Golf Course
St Anne's Catholic Church ©
St Anne's Catholic Church

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