
Historic Route 66 Golf Holidays
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Top flight + Golf hotel deals in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NZ$4,297, price is now NZ$3,873 per person
NZ$3,873
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Great stay; fabulous location, amazing views and access to so much; friendly staff. Super friendly and accommodating housekeeping! Food/bar service took a long long time, every time..long wait to order…long wait to get drinks…long wait to pay bill. Not enough staff behind the bar.
Reviewed on 30 June 2026

Four Seasons Hotel Chicago
Downtown Chicago
Price was NZ$6,663, price is now NZ$5,321 per person
NZ$5,321
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The hotel is very clean
Good air conditioning
The staff is great
The bar at the restaurant is very good
The location is the best in Chicago
Fancy neighborhood
Reviewed on 30 June 2026

Omni Chicago Hotel
Downtown Chicago
Price was NZ$4,435, price is now NZ$3,900 per person
NZ$3,900
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
My husband and I and my daughter in law stayed at the omni because my son was having surgery at northwestern hospital. Is surgery was at 7:30 am and lasted almost 8 hours check in was not until 4, but they really understood our situation they were able to get into our room at noon. So we can rest. Everyone from the greeders at the door the front desk was tremendously helpful in our situation. A room was clean, check-up process with so easy.I highly recommend staying at this hotel.
Reviewed on 1 July 2026


Level Chicago Fulton Market
Downtown Chicago
Price was NZ$5,044, price is now NZ$4,520 per person
NZ$4,520
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Staff was super friendly. The room was perfect and the view was exceptional.
Would definitely stay here again.
Reviewed on 27 June 2026
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View all trips5* Golf holidays in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Four Seasons Hotel Chicago
Downtown Chicago
Price was NZ$6,663, price is now NZ$5,321 per person
NZ$5,321
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The hotel is very clean
Good air conditioning
The staff is great
The bar at the restaurant is very good
The location is the best in Chicago
Fancy neighborhood
Reviewed on 30 June 2026
Don't see what you're looking for?
See all available trips from Columbus to Historic Route 66
View all trips3 Night Golf holidays in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Omni Chicago Hotel
Downtown Chicago
Price was NZ$4,435, price is now NZ$3,900 per person
NZ$3,900
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
My husband and I and my daughter in law stayed at the omni because my son was having surgery at northwestern hospital. Is surgery was at 7:30 am and lasted almost 8 hours check in was not until 4, but they really understood our situation they were able to get into our room at noon. So we can rest. Everyone from the greeders at the door the front desk was tremendously helpful in our situation. A room was clean, check-up process with so easy.I highly recommend staying at this hotel.
Reviewed on 1 July 2026

Four Seasons Hotel Chicago
Downtown Chicago
Price was NZ$6,663, price is now NZ$5,321 per person
NZ$5,321
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The hotel is very clean
Good air conditioning
The staff is great
The bar at the restaurant is very good
The location is the best in Chicago
Fancy neighborhood
Reviewed on 30 June 2026

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See all available trips from Columbus 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.
