Golf Holidays
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Golf Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
Downtown Chicago
Price was S$6,248, price is now S$6,036 per person
S$6,036
per person
3 Feb - 8 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,159 reviews)
Enjoyed my stay . They treated my doggy as he was at home :)
Reviewed on 18 Dec, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was S$7,531, price is now S$6,782 per person
S$6,782
per person
3 Feb - 8 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
From staff to room it was a amazing experience.
Reviewed on 18 Dec, 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was S$6,257, price is now S$6,047 per person
S$6,047
per person
3 Feb - 8 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Clean room, beautiful hotel, location is great walking distance to everything. My only complaint was the pillows but that’s just an opinion. I’d stay here again!
Reviewed on 17 Dec, 2025
Top hotels in Golf
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 12 Jan to 13 Jan
S$135
12 Jan - 13 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (3,482 reviews)
Room was clean
Reviewed on 14 Dec, 2025
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 4 Jan to 5 Jan
S$162
4 Jan - 5 Jan, 2026
includes taxes & fees
9.2/10 Wonderful! (2,130 reviews)
This hotel was great. In a perfect spot for walking the city and taking in all the sights. We had 3 of us in our group and we got the 1br with 2 queens beds and a pullout couch and it was perfect. The bar was fun and everyone we met in the staff were so friendly and helpful with suggestions on places ...
Reviewed on 16 Dec, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 21 Dec to 22 Dec
S$126
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,989 reviews)
Very clean and the staff was wonderful!
Reviewed on 13 Dec, 2025
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.
Popular places to visit
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
What to do in Golf
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
S$263
per adult
80% of travellers recommend
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- Apollo Theater Chicago
- Art Institute of Chicago
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- Chicago Botanic Garden
- Visit Edison Park
- Visit Lincoln Square
- Elmhurst Holidays
- Frank Lloyd Wright Historic District
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- Goose Island Holidays
- Home Alone House
- Kathy Osterman Beach
- Lakeview Holidays
- Legoland® Discovery Center
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Melrose Park Holidays
- Merchandise Mart
- Millennium Park
- Montrose Beach
- Morton Grove Holidays
- Northbrook Sports Complex
- Visit Northbrook
- Palatine Holidays
- Pritzker Pavilion
- Rosemont Holidays
- Visit Rosemont
- Shops at North Bridge
- Stone Park Holidays
- Walt Disney House
- West Town Holidays
- Willis Tower
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
