21 days in Chicago Itinerary

Created using Inspirock Chicago tour itinerary planner
Make it your trip
1
Chicago
— 20 nights

S M T W T F S
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 — 20 nights

Windy City

Explore Chicago's surroundings by going to South Bend (Grotto of Our Lady Lourdes, Basilica of the Sacred Heart, &more), Morton Arboretum (in Lisle) and Alter Brewing Company (in Downers Grove). The adventure continues: admire the masterpieces at The Art Institute of Chicago, get a new perspective on nature at Field Museum, take in panoramic vistas at Skydeck Chicago - Willis Tower, and admire the landmark architecture of Frank Lloyd Wright's Robie House.

For traveler tips and tourist information, you can read our Chicago road trip planning site.

If you are flying in from Canada, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. Expect a daytime high around 8°C in March, and nighttime lows around -1°C.
more
Museums · Parks · Historic Sites · Breweries & Distilleries
Side Trips