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The Latest Golf Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥356,454, price is now ￥273,916 per person
￥273,916
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
Bed is comfortable and room was clean but can't believe no water in vending machine and only voss water available. Breakfast is a joke only self serve coffee and fruit (apple, banana). The 30 dollar fee per day is a joke would recommend Riu instead

Reviewed on Feb 27, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ￥464,008, price is now ￥278,428 per person
￥278,428
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Clean amenities, amazing food, and great service!

Reviewed on Feb 27, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥497,470, price is now ￥372,480 per person
￥372,480
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
We had a great stay!

Reviewed on Feb 23, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥418,182, price is now ￥320,874 per person
￥320,874
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Always the best place to stay downtown. Central to everything with a great staff. Highly recommend!

Reviewed on Feb 25, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥374,962, price is now ￥292,332 per person
￥292,332
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Room was great. Staff were nice. Good coffee shop

Reviewed on Feb 27, 2026

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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥13,935 per night from Feb 28 to Mar 1
￥13,935
￥16,358 total
Feb 28 - Mar 1
includes taxes & fees
8/10 Very Good! (9,891 reviews)
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...

Reviewed on Feb 27, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥17,608 per night from Mar 4 to Mar 5
￥17,608
￥25,063 total
Mar 4 - Mar 5
includes taxes & fees
9.4/10 Exceptional! (3,420 reviews)
Good job

Reviewed on Feb 27, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥16,616 per night from Mar 5 to Mar 6
￥16,616
￥19,504 total
Mar 5 - Mar 6
includes taxes & fees
8.6/10 Excellent! (5,689 reviews)
Room was clean, beds weren't that comfortable. Other, than that I would stay there again.

Reviewed on Feb 27, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,697 properties in Golf
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.

Discover the most popular places to visit in Golf

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Golf

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥6,810
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

￥6,191
per adult
92% of travellers recommend
Art Institute of Chicago
Flyover in Chicago

Flyover in Chicago

￥5,885
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Golf

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