15 days in Chicago Itinerary

15 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

Make it your trip
1
Chicago
— 14 nights

S M T W T F S
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

Chicago

— 14 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with these side-trips from Chicago: South Bend (Basilica of the Sacred Heart, University of Notre Dame, &more), Whiskey Acres Distilling Co. (in DeKalb) and Saint Joseph (Silver Beach Carousel & Whirlpool Compass Fountain). The adventure continues: explore the world behind art at The Art Institute of Chicago, observe the fascinating underwater world at Shedd Aquarium, get to know the resident critters at Lincoln Park Zoo, and learn more about the world around you at Field Museum.

To find traveler tips, reviews, photos, and more tourist information, read our Chicago day trip planning tool.

In August, plan for daily highs up to 83°F, and evening lows to 67°F. Finish your sightseeing early on the 31st (Sat) to allow enough time to travel back home.

Things to do in Chicago

Parks · Museums · Historic Sites · Fun & Games

Side Trips