Historic Route 66 Golf Holidays
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Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
€840
per person
24 Sept - 29 Sept
found 1 hour ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,161 reviews)
Muy buen lugar pero personal debe ser más servicial y buscar la manera de que alguien ayude con el idioma español. Y no solo ignorar a los huéspedes.
Reviewed on 17 Aug 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
€977
per person
24 Sept - 29 Sept
found 1 hour ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)
Fairmont maybe an old hotel but it is well maintained hotel. With large rooms, great views of the skyline especially at night from our window. And Le Labo toiletries is a plus. Also Many great restaurants nearby
Reviewed on 17 Aug 2026
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Trump International Hotel & Tower Chicago
Downtown Chicago
€1,260
per person
5 Nov - 9 Nov
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
This is an excellent 5 star hotel. So accommodating in every way possible. This is the second time I have stayed at this Chicago property.
Reviewed on 16 Aug 2026
Four Seasons Hotel Chicago
Downtown Chicago
€3,958
per person
24 Sept - 29 Sept
found 1 hour ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Stayed for a weekend trip. Staff were extremely attentive and knowledgeable about the property and city in general. Room arrangement and amenities were excellent. Pool was larger than expected for a ‘high rise’ pool, and very family friendly - towels/locker room was well stocked. Location in relation to city is perfect for shopping and local excursions, but would recommend uber/lift to get around
Reviewed on 16 Aug 2026
Nobu Hotel Chicago
Downtown Chicago
€3,362
per person
8 Oct - 14 Oct
found 20 hours ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (897 reviews)
Rooms and beds are always so nice. Very calming and always get a good night’s sleep. I’ve always had a great experience. One detail which falls short is the toilet paper is very rough. Aside from this detail everything else surpasses my expectations.
Reviewed on 16 Aug 2026
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Trump International Hotel & Tower Chicago
Downtown Chicago
€1,260
per person
5 Nov - 9 Nov
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
This is an excellent 5 star hotel. So accommodating in every way possible. This is the second time I have stayed at this Chicago property.
Reviewed on 16 Aug 2026
Don't see what you're looking for?
See all available trips from Dublin to Historic Route 66
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
