Historic Route 66 Holidays from AU$3,264
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The Latest Historic Route 66 Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was AU$4,641, price is now AU$3,264 per person
AU$3,264
per person
10 July - 17 July
found 10 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$6,048, price is now AU$4,393 per person
AU$4,393
per person
10 July - 17 July
found 10 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
I really can’t say any thing negative.
It was one of the cleanest hotel I ever stayed.
Super nice staff.and location was excellent.
Reviewed on 30 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$5,196, price is now AU$3,776 per person
AU$3,776
per person
10 July - 17 July
found 10 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
I enjoyed our stay at LondonHouse Chicago, Curio Collection by Hilton. Staff members were friendly and helpful! Housekeeping staff were friendly and on point with cleaning! My next visit to Chicago, I plan on staying there.
Reviewed on 27 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$4,869, price is now AU$3,599 per person
AU$3,599
per person
10 July - 17 July
found 10 hours ago
Return direct flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes.
Reviewed on 28 May 2026
Historic Route 66 Holiday
Historic Route 66 Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Arcadia Lake and Flagstaff Convention and Visitors Bureau |
Our pick of the best Historic Route 66 Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 29 June to 30 June
AU$215
29 June - 30 June
includes taxes & fees
8/10 Very Good! (10,130 reviews)
"Great location and clean"
Reviewed on 29 May 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$352 per night from 30 June to 1 July
AU$352
30 June - 1 July
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is AU$252 per night from 28 June to 29 June
AU$252
28 June - 29 June
includes taxes & fees
7.8/10 Good! (1,491 reviews)
"Asked for a room with a tub didn't get it and got extra charges after stay. Got my full deposit back but got extra charges. And paid for breakfast after being told it was included. No cable on tv"
Reviewed on 30 May 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
