3 days in Midwest Itinerary

3 days in Midwest Itinerary

Created using Inspirock Midwest holiday planner

This plan was created by another user.  Make it your plan

Route & dates

3 days in Midwest Itinerary

Start: Milwaukee
1
Milwaukee
— 1 day
train:  1​h 30​min
2
Chicago
— 2 nights
train:  1​h 30​min
End: Milwaukee

1
day
Milwaukee

Milwaukee
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
On the 21st (Fri), enjoy the sand and surf at Bender Park Waterfront, trek along Virmond Park, and then enjoy the sand and surf at Atwater Park & Beach.

To find out how to plan a trip to Milwaukee, use our trip itinerary maker.

Use the Route module to find travel options from your starting location to Milwaukee. In June, plan for daily highs up to 76°F, and evening lows to 58°F. Wrap up your sightseeing on the 21st (Fri) to allow time to take a train to Chicago.

Things to do in Milwaukee

Parks Outdoors Beaches

Side Trips

Bender Park Waterfront, Virmond Park, Atwater Park & Beach

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 22nd (Sat): admire the masterpieces at The Art Institute of Chicago, then appreciate the extensive heritage of Millennium Park, and then wander the streets of The Magnificent Mile. Get ready for a full day of sightseeing on the next day: get curious at Museum of Science and Industry, see the interesting displays at The Field Museum, and then enjoy breathtaking views from Skydeck Chicago - Willis Tower.

To find traveler tips, photos, reviews, and more tourist information, read Chicago trip itinerary planning website .

Traveling by train from Milwaukee to Chicago takes 1.5 hours. Alternatively, you can drive; or take a bus. June in Chicago sees daily highs of 81°F and lows of 63°F at night. Finish up your sightseeing early on the 23rd (Sun) so you can catch the train back home.

Things to do in Chicago

Museums Neighborhoods Shopping
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Millennium Park ©
Millennium Park

Similar Plans

4 days in Midwest BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, historic sites, wildlife, popular sights PREFERENCES: May, culture, outdoors, relaxing, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Midwest BY A USER FROM UNITED STATES June, teens, kids, popular sights PREFERENCES: June, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Midwest BY A USER FROM UNITED STATES July, outdoors, wildlife, popular & hidden gems PREFERENCES: July, outdoors, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Midwest BY A USER FROM UNITED STATES July, culture, outdoors, historic sites, museums, wildlife, popular sights PREFERENCES: July, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Midwest BY A USER FROM UNITED STATES July, kids, outdoors, relaxing, historic sites, museums, wildlife, popular sights PREFERENCES: July, kids, outdoors, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Midwest BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Midwest BY A USER FROM SWITZERLAND June, kids, outdoors, relaxing, beaches, historic sites, shopping, wildlife, slow & easy, popular & hidden gems PREFERENCES: June, kids, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 32 days in Midwest & East Coast of USA BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Midwest BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 14 days in Midwest BY A USER FROM CZECH REPUBLIC July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Midwest BY A USER FROM UNITED STATES May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Midwest BY A USER FROM UNITED STATES June, outdoors, beaches, wildlife, popular sights PREFERENCES: June, outdoors, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans