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Route 66: The Mother Road Part 1
This is the start of the ultimate American pilgrimage. Since you've got 14 days, we're going to take this at a classic pace—no rushing the neon signs or the quirky roadside diners. We're kicking off in the Windy City and making our way through the heart of the Midwest.
5days
22stops
Day 1: Chicago Beginnings
5 stops
Chicago O'Hare International Airport
09:00
Route 66 Begin Sign
11:00
Lou Mitchell's
13:00
Willis Tower
15:30
Navy Pier
18:00
Day 2: Neon & Giants
5 stops
Depart Chicago
09:00
Gemini Giant
10:30
Pontiac
12:30
Cozy Dog Drive In
15:00
Illinois State Capitol
17:00
Day 3: Across the Mississippi
4 stops
Henry's Rabbit Ranch
09:00
Old Chain of Rocks Bridge
11:30
Gateway Arch
14:00
Ted Drewes Frozen Custard
16:30
Day 4: Caverns & Cars
4 stops
Meramec Caverns
09:00
Cuba, Missouri
12:30
Munger Moss Motel
15:00
Gary's Gay Parita
17:30
Day 5: Kansas Corner & Oklahoma
4 stops
Cars on the Route
09:00
Rainbow Bridge
11:30
Blue Whale of Catoosa
14:00
Buck Atom's Cosmic Curios
17:00
Heads Up
- 1. Keep an eye out for the "Historic Route 66" brown signs; the road often runs parallel to I-55 and I-44, but the old alignments are where the magic is.