
Historic Route 66 Vacations from $274
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Zion by IHG
Save 100% on your flight
Price was $392, price is now $274 per person
$274
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (188 reviews)
Staff was Excellent! Room was super clean!
Reviewed on Feb 20, 2026


Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,409, price is now $862 per person
$862
per person
May 26 - May 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
Interesting property in that it is a high rise building of furnished suites with certain floors available as a “hotel”. Coffee shop, gym and lounge are all nice as are the suites. Just know this is not a service oriented hotel experience. No doorman, uniformed person at desk, room or maid service etc.
Reviewed on Mar 14, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $641, price is now $417 per person
$417
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Riu Chicago was a wonderful hotel. Room was clean and spacious. Breakfast was an added bonus. Within walking distance to many restaurants and stores.
Reviewed on Mar 17, 2026

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Grand Center
Save 100% on your flight
Price was $628, price is now $435 per person
$435
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,060 reviews)
Super close to the center. Great Breakfast. Clean room and very friendly staff. However, it would be most likely cheaper to buy breakfast the day off then prepay while booking. I got vouchers because I paid for breakfast in advance but could see what my bill would have been and I paid more when booking the room.
Reviewed on Mar 16, 2026
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Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $136 total per night from Mar 19 to Mar 20
$136 total
Mar 19 - Mar 20
Total with taxes and fees
8/10 Very Good! (9,951 reviews)
The condition of the halls of the hotel and building in general showed its age, but the room had been updated and was clean. The sink and tub drainage was poor. The room was heated very well especially on a cold day. The front desk lady that checked me in seemed in a foul mood but I am sure with ...
Reviewed on Mar 17, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $179 total per night from Apr 6 to Apr 7
$179 total
Apr 6 - Apr 7
Total with taxes and fees
9.4/10 Exceptional! (3,547 reviews)
I actually love the hotel and the location. Staff is always available. However, we stayed on the 20th floor, is an inconvenient to have to go all the way to the lobby level bar to get ice, most of the time we have to wait for the bar server to be available to get it for me because they have customers ...
Reviewed on Mar 17, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$130 nightly
The price is $153 total per night from Mar 23 to Mar 24
$153 total
Mar 23 - Mar 24
Total with taxes and fees
8.6/10 Excellent! (5,753 reviews)
Good
Reviewed on Mar 16, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Historic Route 66 Vacation Packages
Historic Route 66 Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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