Search Deals onHistoric Route 66 Vacation Packages
Historic Route 66 Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Save 100% on your flight
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago
Save 100% on your flight
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Illinois Beach Hotel
Save 100% on your flight
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
Fairmont Chicago at Millennium Park
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Tropicana Laughlin
per person
Feb 3 - Feb 11
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Laughlin (IFP)
Book a stay at this business-friendly resort in Laughlin. Enjoy 5 restaurants, a casino, and 3 bars/lounges. Our guests praise the convenient parking and the clean rooms in our reviews. Popular attractions Harrah's Laughlin Casino and Tropicana Casino Laughlin are located nearby.
The Drake
Save 100% on your flight
per person
Jan 29 - Feb 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Historic Route 66 Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Historic Route 66 Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Feb 11 - Thu, Feb 13
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Tue, Dec 31 - Mon, Jan 6
LAX
Los Angeles Intl.
OKC
Will Rogers World
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Mon, Feb 3 - Wed, Feb 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Mon, Jan 27 - Sat, Feb 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 8 hours ago
$118
Roundtrip
found 8 hours ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Historic Route 66
- Hotwire Picks
- Route 66 Raceway Vacations
- Route 66 Casino Vacations
- Springfield Expo Center Vacations
- Abou Ben Adhem Shrine Mosque Vacations
- Cherokee Casino Vacations
- Symphony Center Vacations
- Chicago Board of Trade Building Vacations
- Paseo Arts District Vacations
- Route 66 Vintage Iron Motorcycle Museum Vacations
- The Blue Whale Vacations
- Route 66 Carousel Park Vacations
- El Rey Theater Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
- New York Vacations
- Las Vegas Vacations
- Orlando Vacations
- Miami Vacations
- Chicago Vacations
- Los Angeles Vacations
- New Orleans Vacations
- Fort Lauderdale Vacations
- Nashville Vacations
- Boston Vacations
- San Francisco Vacations
- Atlanta Vacations
- Houston Vacations
- San Antonio Vacations
- Washington Vacations
- Phoenix Vacations
Car Rentals in Historic Route 66
- Car rentals in Sedona
- Car rentals in Flagstaff
- Car rentals in Santa Fe
- Car rentals in Laughlin
- Car rentals in Williams
- Car rentals in Prescott
- Car rentals in Springfield
- Car rentals in Lake Havasu City
- Car rentals in Schaumburg
- Car rentals in St. Charles
- Car rentals in Rosemont
- Car rentals in Willowbrook