4 days in Midwest Itinerary

4 days in Midwest Itinerary

Created using Inspirock Midwest trip planner

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Route & dates

4 days in Midwest Itinerary

Start: New York City
foot + Fly:  4​h 45​min
1
Empire
— Few hours
Fly:  5​h 30​min
2
Saint Louis
— 1 night
Fly:  3​h 15​min
3
Chicago
— 2 nights
Fly + bus:  4​h 45​min
End: New York City

few
hours
Empire

Empire ©
Empire is a village in Leelanau County in the U.S. Kick off your visit on the 26th (Fri): identify plant and animal life at Sleeping Bear Dunes National Lakeshore.

For reviews, photos, and other tourist information, read Empire trip maker tool .

New York City to Empire is an approximately 5-hour combination of flight and taxi. You can also do a combination of bus, flight, and taxi; or drive. In October, Empire is a bit cooler than New York City - with highs of 59°F and lows of 43°F. Finish up your sightseeing early on the 26th (Fri) so you can travel to Saint Louis.

Things to do in Empire

Wildlife Parks Historic Sites
Highlights from your plan

1
night
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
On the 27th (Sat), take in the architecture and atmosphere at Cathedral Basilica of Saint Louis, then look for all kinds of wild species at Sachs Butterfly House, and then take in panoramic vistas at The Gateway Arch.

To see reviews, other places to visit, where to stay, and more tourist information, read our Saint Louis trip planner .

Traveling by combination of taxi and flight from Empire to Saint Louis takes 5.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. The time zone difference when traveling from Empire to Saint Louis is minus 1 hour. Expect a bit warmer temperatures when traveling from Empire in October; daily highs in Saint Louis reach 72°F and lows reach 49°F. Finish your sightseeing early on the 27th (Sat) to allow enough time to travel to Chicago.

Things to do in Saint Louis

Wildlife Parks Historic Sites

Side Trip

Sachs Butterfly House
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
The Gateway Arch ©
The Gateway Arch

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 28th (Sun), don't miss a visit to Millennium Park, then get curious at Museum of Science and Industry, and then try to win big at Horseshoe Hammond. On the 29th (Mon), you'll have a packed day of sightseeing: explore the world behind art at The Art Institute of Chicago and then take a stroll through The Magnificent Mile.

To see where to stay, maps, photos, and more tourist information, refer to the Chicago driving holiday planner .

Getting from Saint Louis to Chicago by flight takes about 3.5 hours. Other options: drive; or take a bus. When traveling from Saint Louis in October, plan for little chillier days in Chicago, with highs around 65°F, while nights are about the same with lows around 49°F. Finish your sightseeing early on the 29th (Mon) so you can travel back home.

Things to do in Chicago

Museums Neighborhoods Shopping

Side Trip

Horseshoe Hammond
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile
Museum of Science and Industry ©
Museum of Science and Industry

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