Northwest Side Golf Holidays

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

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    Save up to £750 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top flight + Golf hotel deals in Northwest Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£802
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Lovely airy room, nice bathroom. We stayed for 5 nights. Only issue was on two occasions they came to clean the room at 6pm. After being out all day we just wanted to relax at this time so we declined. Breakfast buffet was excellent with lots of options and a very organised staff to keep it all running smoothly.

Reviewed on 16 Sept 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,364
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
£975
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Kinzie Hotel

Kinzie Hotel

Downtown Chicago
£1,039
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.2/10 Wonderful! (2,169 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
£872
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
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5* Golf holidays in Northwest Side

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

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,364
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
The Langham, Chicago

The Langham, Chicago

Downtown Chicago
£1,625
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
£2,525
per person
26 Oct - 31 Oct
found 18 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The hotel is located in a prime location with shops and restaurants nearby. The staff was very accommodating and helpful.

Reviewed on 15 Sept 2026

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3 Night Golf holidays in Northwest Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£996
per person
1 Dec - 4 Dec
found 1 hour ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Lovely airy room, nice bathroom. We stayed for 5 nights. Only issue was on two occasions they came to clean the room at 6pm. After being out all day we just wanted to relax at this time so we declined. Breakfast buffet was excellent with lots of options and a very organised staff to keep it all running smoothly.

Reviewed on 16 Sept 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,117
per person
24 Oct - 27 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Pendry Chicago

Pendry Chicago

Downtown Chicago
£1,242
per person
24 Oct - 27 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,146 reviews)
The gym was great. The noise from the road was very loud.

Reviewed on 15 Sept 2026

Don't see what you're looking for?
See all available trips from London to Northwest Side
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4 Night Golf holidays in Northwest Side

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

The Talbott, Autograph Collection

Downtown Chicago
£860
per person
26 Nov - 30 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,005
per person
26 Nov - 30 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Lovely airy room, nice bathroom. We stayed for 5 nights. Only issue was on two occasions they came to clean the room at 6pm. After being out all day we just wanted to relax at this time so we declined. Breakfast buffet was excellent with lots of options and a very organised staff to keep it all running smoothly.

Reviewed on 16 Sept 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
£1,120
per person
1 Nov - 5 Nov
found 5 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
Don't see what you're looking for?
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Find amazing golf holidays in Northwest Side

How can I find the best golf holidays in Northwest Side?

Tee off your top golfing holiday in Northwest Side 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 Northwest Side?

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 Northwest Side starting from £802. Prices and availability are subject to change. Additional terms may apply.

Can I book Northwest Side 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 Northwest Side with that added level of bliss.

How can I find luxury golf holidays in Northwest Side?

Score under par on the course and go overboard on everything else with a luxury golf holiday to Northwest Side. 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 Northwest Side?

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

Why should I book Northwest Side 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 Northwest Side?

If you have free time on your side or annual leave to use up, a spontaneous last-minute golf trip in Northwest Side 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 Northwest Side 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 Northwest Side with Expedia?

Booking a golf trip to Northwest Side 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Northwest Side

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.