Central Chicago Golf Holidays

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

Photo by Phil Ostroff
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Top flight + Golf hotel deals in Central Chicago

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

Downtown Chicago
£969
per person
22 Nov - 29 Nov
found 22 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,460
per person
20 Nov - 26 Nov
found 17 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.

Reviewed on 29 Sept 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
£1,053
per person
19 Nov - 24 Nov
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (527 reviews)
The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.

Reviewed on 27 Sept 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£998
per person
22 Nov - 29 Nov
found 22 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
£1,040
per person
22 Nov - 29 Nov
found 22 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Don't see what you're looking for?
See all available trips from Edinburgh to Central Chicago
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5* Golf holidays in Central Chicago

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
£1,460
per person
20 Nov - 26 Nov
found 17 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.

Reviewed on 29 Sept 2026

Park Hyatt Chicago

Park Hyatt Chicago

Downtown Chicago
£1,468
per person
19 Nov - 24 Nov
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
Save 100% on your flight
£1,765
per person
19 Nov - 24 Nov
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Don't see what you're looking for?
See all available trips from Edinburgh to Central Chicago
View all trips

3 Night Golf holidays in Central Chicago

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

Downtown Chicago
£971
per person
23 Dec - 26 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,283
per person
17 Dec - 20 Dec
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.

Reviewed on 29 Sept 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,016
per person
23 Dec - 26 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Don't see what you're looking for?
See all available trips from Edinburgh to Central Chicago
View all trips

4 Night Golf holidays in Central Chicago

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

Hotel Riu Plaza Chicago

Downtown Chicago
£1,113
per person
29 Oct - 2 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,763
per person
30 Nov - 4 Dec
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.

Reviewed on 29 Sept 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
£1,140
per person
19 Nov - 23 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,156 reviews)
Don't see what you're looking for?
See all available trips from London to Central Chicago
View all trips

Find amazing golf holidays in Central Chicago

How can I find the best golf holidays in Central Chicago?

Tee off your top golfing holiday in Central Chicago 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 Central Chicago?

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 Central Chicago starting from £969. Prices and availability are subject to change. Additional terms may apply.

Can I book Central Chicago 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 Central Chicago with that added level of bliss.

How can I find luxury golf holidays in Central Chicago?

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

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

Why should I book Central Chicago 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 Central Chicago?

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

Booking a golf trip to Central Chicago 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

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Central Chicago

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.