Southern Wisconsin Golf Holidays

Book a Golf Hotel + Flight or Car together to unlock savings

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Top flight + Golf hotel deals in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
£883
per person
24 Oct - 28 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (2,089 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
£2,004
per person
14 Oct - 20 Oct
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The

Reviewed on 10 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,041
per person
24 Oct - 28 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,120
per person
24 Oct - 28 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
It was clean but not a fan of the old carpet.

Reviewed on 10 Aug 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
£1,395
per person
17 Sept - 21 Sept
found 24 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
Don't see what you're looking for?
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5* Golf holidays in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,666
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.6/10 Exceptional! (1,957 reviews)
This place was crazy amazing!!!! Positioned perfectly in heart of Downtown Chicago! You are so close to everything! Customer service was top tier! They treated my family with so much care and everyone was so kind!!! We will absolutely return and stay again when we make our way back to Chicago! Thank you Trump Tower for an amazing stay!

Reviewed on 10 Aug 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
£2,004
per person
14 Oct - 20 Oct
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The

Reviewed on 10 Aug 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£2,159
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.8/10 Exceptional! (1,008 reviews)
The staff and hotel was fantastic

Reviewed on 10 Aug 2026

Don't see what you're looking for?
See all available trips from Glasgow to Southern Wisconsin
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3 Night Golf holidays in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
£826
per person
5 Nov - 8 Nov
found 5 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (149 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,055
per person
5 Nov - 8 Nov
found 5 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,957 reviews)
This place was crazy amazing!!!! Positioned perfectly in heart of Downtown Chicago! You are so close to everything! Customer service was top tier! They treated my family with so much care and everyone was so kind!!! We will absolutely return and stay again when we make our way back to Chicago! Thank you Trump Tower for an amazing stay!

Reviewed on 10 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£887
per person
5 Nov - 8 Nov
found 5 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Don't see what you're looking for?
See all available trips from London to Southern Wisconsin
View all trips

4 Night Golf holidays in Southern Wisconsin

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
£883
per person
24 Oct - 28 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (2,089 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,282
per person
10 Sept - 14 Sept
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,120
per person
24 Oct - 28 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
It was clean but not a fan of the old carpet.

Reviewed on 10 Aug 2026

Don't see what you're looking for?
See all available trips from Dublin to Southern Wisconsin
View all trips

Find amazing golf holidays in Southern Wisconsin

How can I find the best golf holidays in Southern Wisconsin?

Tee off your top golfing holiday in Southern Wisconsin by searching for the perfect accommodation on Expedia. Pop in your dates and start looking at your options. You can even check and book flights, too – just don’t forget to include your golf bag as luggage!

Are there cheap golf packages available in Southern Wisconsin?

Bundling your accommodation, flights and car hire together is a great way to save money and ensure everything is easily organised. We have stacks of very tempting luxury and cheap golf packages, with those in Southern Wisconsin starting from £826. Prices and availability are subject to change. Additional terms may apply.

Can I book Southern Wisconsin golf and spa packages?

There’s no better way to unwind after a step-heavy day on the course than with a few hours in the spa. Or, for golf-widowed husbands or wives, a golf and spa package holiday could be a winning way to spend some quality time together, with activities to keep everyone happy. Use the spa filter to find golf holidays in Southern Wisconsin with that added level of bliss.

How can I find luxury golf holidays in Southern Wisconsin?

Score under par on the course and go overboard on everything else with a luxury golf holiday to Southern Wisconsin. To find the most special spots, use the 5-star properties filter, and – go on – treat yourself to business class flights.

Can I book all-inclusive golf holidays in Southern Wisconsin?

Use the all-inclusive filter to hunt out those glorious all-inclusive golf holidays in Southern Wisconsin. If there are none available, consider half board – you’ll likely be out on the golf course at lunchtime anyway.

Why should I book Southern Wisconsin golf holidays including flights?

Save money, save time and save paperwork by booking your accommodation, flights and even car hire all with Expedia. It takes just a few clicks to see all the options and book in one fell swoop.

Should I book a last-minute golf holiday in Southern Wisconsin?

If you have free time on your side or annual leave to use up, a spontaneous last-minute golf trip in Southern Wisconsin is a wonderful idea. Pop in a few dates to see what’s available – you might even save money with last-minute deals.

Can I book a golf holiday in Southern Wisconsin with free cancellation and/or flexible dates?

Flexibility is the spice of life, so use our dedicated filter to find accommodation and flights with free cancellation options. Remember, though, always check the small print before booking!

Why should I book my golf trip to Southern Wisconsin with Expedia?

Booking a golf trip to Southern Wisconsin with Expedia feels like getting a hole-in-one on your first shot on the course. It’s smooth, easy and, with so many options to choose from, you’ll feel giddy with excitement.

More holidays you might like

* 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.