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Historic Route 66 Vacation Packages

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Historic Route 66
United States of America
North America
Hotwire.com

Historic Route 66 Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Illinois Beach Hotel

2 out of 5

Save 100% on your flight

Price was $387, price is now $251 per person

$251

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Tampa (TPA) 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.

Hotel Riu Plaza Chicago

4 out of 5

Price was $1,668, price is now $845 per person

$845

per person

Sep 8 - Sep 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Westgate Branson Woods Resort and Cabins

3.5 out of 5

Price was $1,286, price is now $680 per person

$680

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Springfield (SGF)

Stay at this 3.5-star family-friendly resort in Branson. Enjoy free parking, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Branson Landing and Silver Dollar City are located nearby.

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5

Price was $1,769, price is now $997 per person

$997

per person

Sep 8 - Sep 13

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 full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

The Inn at Vanessie

4.5 out of 5

Save 100% on your flight

Price was $1,603, price is now $963 per person

$963

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Albuquerque (ABQ)

Stay at this 4.5-star luxury hotel in Santa Fe. Enjoy daily housekeeping, concierge services, and cable TV channels. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Santa Fe Plaza and Meow Wolf are located nearby.

Level Chicago Fulton Market

4 out of 5

Save 100% on your flight

Price was $1,250, price is now $792 per person

$792

per person

Sep 8 - Sep 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Rosewood Inn of the Anasazi

5 out of 5

Save 100% on your flight

Price was $4,391, price is now $2,917 per person

$2,917

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Albuquerque (ABQ)

Stay at this 5-star luxury hotel in Santa Fe. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Santa Fe Plaza and Meow Wolf are located nearby.

Virgin Hotels Chicago

4.5 out of 5

Save 100% on your flight

Price was $1,296, price is now $862 per person

$862

per person

Sep 8 - Sep 13

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 nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.