Historic Route 66 Adults Only Holidays
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Top flight + Adults Only hotel deals in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £3,100, price is now £2,408 per person
£2,408
per person
5 Jun - 12 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on 7 Apr 2026
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View all trips3 Night Adults Only holidays in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was £1,546, price is now £1,315 per person
£1,315
per person
28 May - 31 May
found 7 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
The room is really a small apartment. Fulton Market area is quite energetic. Quite nice.
Reviewed on 12 Apr 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was £2,107, price is now £1,821 per person
£1,821
per person
28 May - 31 May
found 7 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
This is the best hotel on Michigan Avenue. Access to Nordstrom without leaving the building. Great views, food, very clean and smells amazing!
Reviewed on 11 Apr 2026
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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. Flight-inclusive packages are ATOL protected.
