30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

Make it your trip
1
Chicago
— 29 nights

S M T W T F S
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1

Chicago

— 29 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
For shopping fun, head to The Magnificent Mile or Box Factory for the Arts. Appreciate the collections at The Art Institute of Chicago and Chicago Cultural Center. Venture out of the city with trips to Saint Joseph (Silver Beach County Park & Fishing Charters & Tours), Shrine of the Christ's Passion (in Saint John) and Jasper-Pulaski Fish and Wildlife Area (in Medaryville). The adventure continues: get engrossed in the history at Studebaker National Museum, take in the architecture and atmosphere at Basilica of the Sacred Heart, explore the galleries of Cantigny Park, and hike along Geneva Lake Shore Path.

For photos, where to stay, traveler tips, and tourist information, refer to the Chicago trip planner.

In May, plan for daily highs up to 71°F, and evening lows to 52°F. Finish up your sightseeing early on the 30th (Thu) so you can travel back home.

Things to do in Chicago

Parks · Wildlife · Outdoors · Museums

Side Trips