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Ultimate Route 66 Chicago Adventure

Viewed by 92 travelers

Day 1: Explore Chicago

Chicago, IL

8:00AM

Breakfast at Lou Mitchell's

Start your day with a hearty breakfast at the iconic Lou Mitchell's, a Route 66 landmark.
Lou Mitchell's is located at 565 W Jackson Blvd, Chicago, IL.
$15, 1 hour

10:00AM

Visit Millennium Park

Explore the famous Cloud Gate sculpture and enjoy the beautiful gardens of Millennium Park.
Millennium Park is located at 201 E Randolph St, Chicago, IL.
Free, 2 hours

1:00PM

Lunch at Portillo's

Savor a Chicago-style hot dog and iconic Italian beef sandwich at Portillo's.
Portillo's is located at 100 W Ontario St, Chicago, IL.
$20, 1 hour

3:00PM

Explore Navy Pier

Take a stroll along the waterfront, ride the Ferris wheel, and enjoy the views at Navy Pier.
Navy Pier is located at 600 E Grand Ave, Chicago, IL.
$30, 2 hours

6:00PM

Dinner at The Signature Room

Indulge in a gourmet dinner with stunning city views at The Signature Room on the 95th floor of the John Hancock Center.
The Signature Room is located at 875 N Michigan Ave, Chicago, IL.
$50, 2 hours
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Day 2: Illinois & Missouri Adventure

Springfield, IL

8:00AM

Breakfast at Cozy Dog Drive In

Start your day with a classic 'Cozy Dog' corn dog at the historic Cozy Dog Drive In.
Cozy Dog Drive In is located at 2935 S 6th St, Springfield, IL.
$10, 1 hour

10:00AM

Explore Lincoln's Home

Visit the preserved home of President Abraham Lincoln in Springfield.
Lincoln's Home is located at 413 S 8th St, Springfield, IL.
$5, 1.5 hours

1:00PM

Lunch at Lambert's Cafe

Experience 'home of the throwed rolls' and enjoy hearty comfort food at Lambert's Cafe in Ozark, Missouri.
Lambert's Cafe is located at 1800 W State Highway J, Ozark, MO.
$20, 1 hour

3:00PM

Explore Meramec Caverns

Discover the stunning underground beauty of Meramec Caverns, a natural limestone cave system in Stanton, Missouri.
Meramec Caverns is located at 1135 Hwy W, Stanton, MO.
$25, 2 hours

6:00PM

Dinner at Dell Rhea's Chicken Basket

Enjoy classic fried chicken and comfort food at Dell Rhea's Chicken Basket, a historic Route 66 stop in Willowbrook, Illinois.
Dell Rhea's Chicken Basket is located at 645 Joliet Road, Willowbrook, IL.
$20, 1 hour
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Day 3: Kansas & Oklahoma Exploration

Tulsa, OK

8:00AM

Breakfast at Tally's Good Food Cafe

Kick off the day with a delicious breakfast at Tally's Good Food Cafe, a beloved diner in Tulsa, Oklahoma.
Tally's Good Food Cafe is located at 1102 S Yale Ave, Tulsa, OK.
$15, 1 hour

10:00AM

Visit the Blue Whale of Catoosa

Take a quirky photo op and explore the whimsical Blue Whale roadside attraction in Catoosa, Oklahoma.
The Blue Whale of Catoosa is located at 2600 OK-66, Catoosa, OK.
Free, 1 hour

1:00PM

Lunch at Clanton's Cafe

Enjoy a traditional chicken fried steak or a classic burger at Clanton's Cafe, a historic Route 66 diner in Vinita, Oklahoma.
Clanton's Cafe is located at 319 E Illinois Ave, Vinita, OK.
$15, 1 hour

3:00PM

Explore the Route 66 Museum

Learn about the history of the Mother Road at the Route 66 Museum in Clinton, Oklahoma.
Route 66 Museum is located at 2229 W Gary Blvd, Clinton, OK.
$10, 2 hours

6:00PM

Dinner at Burn Co BBQ

Indulge in delicious barbecue at Burn Co BBQ, a popular spot in Tulsa known for its flavorful meats and sides.
Burn Co BBQ is located at 1738 S Boston Ave, Tulsa, OK.
$25, 2 hours
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Day 4: Texas & New Mexico Adventure

Amarillo, TX

8:00AM

Breakfast at The Big Texan

Embark on the Texas leg with a filling breakfast at The Big Texan known for its 72-ounce steak challenge.
The Big Texan is located at 7701 I-40 Frontage Rd, Amarillo, TX.
$20, 1 hour

11:00AM

Visit Cadillac Ranch

See the iconic art installation of Cadillac cars buried nose-down in a field at Cadillac Ranch in Amarillo.
Cadillac Ranch is located at I-40, Amarillo, TX.
Free, 1 hour

1:00PM

Lunch at The Shed

Delight in Tex-Mex cuisine at The Shed in Santa Fe, New Mexico, offering a fusion of flavors along Route 66.
The Shed is located at 113 E Palace Ave, Santa Fe, NM.
$20, 1 hour

3:00PM

Explore Old Town Albuquerque

Stroll through the historic Old Town of Albuquerque, New Mexico, filled with adobe buildings, galleries, and shops.
Old Town Albuquerque is located at 200 Romero St NW, Albuquerque, NM.
Free, 2 hours

6:00PM

Dinner at The Range Cafe

Enjoy southwestern comfort food at The Range Cafe in Albuquerque, known for its cozy atmosphere and tasty dishes.
The Range Cafe is located at 2200 Menaul Blvd NE, Albuquerque, NM.
$30, 2 hours
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Day 5: Arizona & California Highlights

Los Angeles, CA

8:00AM

Breakfast at Mr. D'z Route 66 Diner

Start your day with a classic diner breakfast at Mr. D'z Route 66 Diner in Kingman, Arizona, reminiscent of the Route 66 era.
Mr. D'z Route 66 Diner is located at 105 E Andy Devine Ave, Kingman, AZ.
$15, 1 hour

10:00AM

Visit the Grand Canyon

Marvel at the natural wonder of the Grand Canyon in Arizona, a must-see attraction off Route 66.
The Grand Canyon is located at Grand Canyon National Park, AZ.
$35, 4 hours

3:00PM

Travel to Los Angeles

Embark on the final leg of Route 66 and head to Los Angeles, California.
Drive along Route 66 towards California, enjoying the scenic views.
Cost of fuel, 8 hours

8:00PM

Dinner at Philippe The Original

Conclude your Route 66 journey with a French dip sandwich at Philippe The Original, a historic eatery in Los Angeles.
Philippe The Original is located at 1001 N Alameda St, Los Angeles, CA.
$20, 1 hour
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