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Historic Route 66 Vacation Packages

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Historic Route 66 Flight + Hotel Packages

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $621, price is now $328 per person
$328
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
Stay at this 3.5-star business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Six Flags St. Louis and Skid Row are located nearby.
Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Save 100% on your flight
Price was $1,039, price is now $505 per person
$505
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
Stay at this 4-star family-friendly hotel in Hollister. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Table Rock Lake and Top of the Rock Golf Course are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,026, price is now $549 per person
$549
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. 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

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Save 100% on your flight
Price was $730, price is now $407 per person
$407
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
Stay at this 3.5-star family-friendly resort in Branson. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Branson Landing and Silver Dollar City are located nearby.
Sandia Resort And Casino

Sandia Resort And Casino

4 out of 5
Save 100% on your flight
Price was $1,154, price is now $704 per person
$704
per person
Nov 18 - Nov 23
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Albuquerque (ABQ)
Stay at this 4-star spa resort in Albuquerque. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Balloon Fiesta Park and Sandia Casino are located nearby.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Save 100% on your flight
Price was $2,154, price is now $1,387 per person
$1,387
per person
Dec 4 - Dec 9
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $1,033, price is now $679 per person
$679
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $775, price is now $523 per person
$523
per person
Nov 20 - Nov 24
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.

Historic Route 66 Vacation Packages 3-4 Night Stays

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $621, price is now $328 per person
$328
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Save 100% on your flight
Price was $1,039, price is now $505 per person
$505
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,026, price is now $549 per person
$549
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Save 100% on your flight
Price was $730, price is now $407 per person
$407
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)

Historic Route 66 Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,025, price is now $528 per person
$528
per person
Oct 16 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,776, price is now $751 per person
$751
per person
Oct 16 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $1,221, price is now $585 per person
$585
per person
Oct 16 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Price was $1,157, price is now $626 per person
$626
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Sep 27 - Sun, Sep 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Sep 27 from Los Angeles Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $149 found 1 day ago
Frontier Airlines
Thu, Nov 13 - Thu, Nov 13
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Thu, Nov 13, priced at $155 found 4 days ago
Frontier Airlines
Sat, Sep 20 - Mon, Sep 22
LAX
Los Angeles Intl.
OKC
Will Rogers World
$163 Roundtrip, found 3 days ago
$163
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Sep 20 from Los Angeles Intl. to Will Rogers World, returning Mon, Sep 22, priced at $163 found 3 days ago
Frontier Airlines
Thu, Sep 25 - Sun, Sep 28
LAX
Los Angeles Intl.
MDW
Midway Intl.
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Sep 25 from Los Angeles Intl. to Midway Intl., returning Sun, Sep 28, priced at $179 found 3 days ago

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