Title: Golf Vacations in Central Chicago 2025/2026 | Expedia.ca

  

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# Central Chicago Golf Vacations

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## Flight and Golf hotel deals in Central Chicago

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

![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Orrington / Evanston

Downtown Evanston

CA $693

per person

Nov 28 - Dec 1

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

7.6/10 Good! (1,007 reviews)

Two mornings received poor service at breakfast. King bed in room. Could not open cabinet

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19722&paandie=true&HotelClass=40&dealMarker=mqvnR9yluYiCtiYCArE8F399EZ1NYCI_Vo7Ii9tcnJ6BasTmr8_sJ8OlbzKr8meO)

![Art Villa ](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/a9b39b37_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Art Villa

West Town

CA $1,441

per person

Oct 26 - Oct 29

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

10/10 Exceptional! (2 reviews)

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-26/2025-10-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115163763&paandie=true&HotelClass=40&dealMarker=DFYHdTJlPnMNiuHX8VS_OMyANDQ2WPW5VVN-K2r3fI3BRtTwUsN60nf2exf3wsR4)

![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Park Hyatt Chicago

Downtown Chicago

CA $1,569

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Chicago (ORD)

9.6/10 Exceptional! (1,002 reviews)

Got pick pocketed in the elevator. I really like this hotel. Plan to return.

Reviewed on Sep 8, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-30/2025-11-02/?FromAirport=YTZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=40&dealMarker=7nSRQFwzw97AaCjbY_t4qgddUiyRVLdbU7VeDldmw10sEFdgSa6H26SM7QOwapnt)

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Chicago

Downtown Chicago

CA $1,456

per person

Nov 28 - Dec 1

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

Great place to stay.

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6309326&paandie=true&HotelClass=40&dealMarker=mqvnR9yluYiCtiYCArE8FxA-VE9-wN4f0OezETGMs1fY-St2m1kqSmyl-gsorH6q)

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,181

per person

Oct 31 - Nov 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-31/2025-11-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=cYb9oYjSz6eos98ScIg7ywpVx6LYkeekfnnpdeK4vGI__oq3-YC-HXjBTlSRdPE3)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Golf holidays in Central Chicago

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

![Art Villa ](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/a9b39b37_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Art Villa

West Town

CA $1,441

per person

Oct 26 - Oct 29

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

10/10 Exceptional! (2 reviews)

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-26/2025-10-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115163763&paandie=true&HotelClass=50&dealMarker=DFYHdTJlPnMNiuHX8VS_OMyANDQ2WPW5VVN-K2r3fI3BRtTwUsN60nf2exf3wsR4)

![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Park Hyatt Chicago

Downtown Chicago

CA $1,569

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Chicago (ORD)

9.6/10 Exceptional! (1,002 reviews)

Got pick pocketed in the elevator. I really like this hotel. Plan to return.

Reviewed on Sep 8, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-30/2025-11-02/?FromAirport=YTZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=50&dealMarker=7nSRQFwzw97AaCjbY_t4qgddUiyRVLdbU7VeDldmw10sEFdgSa6H26SM7QOwapnt)

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Chicago

Downtown Chicago

CA $1,456

per person

Nov 28 - Dec 1

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

Great place to stay.

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6309326&paandie=true&HotelClass=50&dealMarker=mqvnR9yluYiCtiYCArE8FxA-VE9-wN4f0OezETGMs1fY-St2m1kqSmyl-gsorH6q)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Golf holidays in Central Chicago

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

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### theWit Chicago, a Hilton Hotel

Downtown Chicago

CA $787

per person

Nov 28 - Dec 1

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (1,004 reviews)

The room was perfect and the front staff were exceptional. Our stay was amazing!

Reviewed on Sep 21, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&HotelClass=40&dealMarker=mqvnR9yluYiCtiYCArE8F9E1Iyojb87mvv0kHnnejSVogk7Ju2MOasD_sccXa5WS)

![Art Villa ](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/a9b39b37_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Art Villa

West Town

CA $1,441

per person

Oct 26 - Oct 29

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

10/10 Exceptional! (2 reviews)

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-26/2025-10-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115163763&paandie=true&HotelClass=40&dealMarker=DFYHdTJlPnMNiuHX8VS_OMyANDQ2WPW5VVN-K2r3fI3BRtTwUsN60nf2exf3wsR4)

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,359

per person

Oct 30 - Nov 2

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-30/2025-11-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=7jRf7ky4zPWNNkm1ahQ6fKLvZKU_ZO6LwwF8-_TuVZg_QetQMRxt3cw46AUckm4p)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Golf holidays in Central Chicago

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

![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $616

per person

Nov 21 - Nov 25

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (2,027 reviews)

The property is Great I got married there!

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-25/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=34496&paandie=true&dealMarker=RtY-MKngclZR-qvDcU1kq9R1TpsIlUNvfa9FO7HOEfEHyqESwhWoPZHgA-kxTvdN)

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,595

per person

Oct 31 - Nov 4

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-31/2025-11-04/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=mqvnR9yluYiCtiYCArE8F2IRR_DH23cRjRJI_3nz2RwwvZeFwtUaFd0SDVF_r_4g)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Swissotel - Chicago

Downtown Chicago

CA $932

per person

Oct 31 - Nov 4

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

Stay was quiet for the short time we were in the room. We used offsite parking that was much cheaper than self parking at hotel.

Reviewed on Sep 23, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-10-31/2025-11-04/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17288&paandie=true&dealMarker=mqvnR9yluYiCtiYCArE8F-rTslIeTCKYk3oG6sxY7IsgKSFQxA-90s42zUo63qhq)

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Discover the ultimate golf vacation from Central Chicago with Expedia

#### What are some benefits when booking golf vacations from Central Chicago?

Booking a golf vacation means putting golf at the centre of your entire experience. Not only will you be able to enjoy easy access to the greens, but you'll often have access to all the equipment you need as well. Plus, golf stays tend to be on the more luxurious end of the spectrum, so you're likely to have some other high-end amenities as well.

  

#### How can I find the best golf vacations in Central Chicago?

The best way to find golf vacations in Central Chicago is to take advantage of numerous search filters. You can look for golf stays specifically, with additional filters available for certain courses in some destinations. Plus, if you travel during the off-season in , you may even be able to get high-end stays at a discount.

#### Are there cheap golf packages available?

Yes, you'll find prices as low as CA $616, but the overall price depends on several factors. The time of year you travel to Central Chicago and the amenities you opt for can play a role in the cost of your package. Some package deals offer discounts of up to 29, but that's just a general trend rather than a guarantee.

#### Can I book golf and spa vacation packages?

Golf is often considered a luxury activity, so it's only natural that it be paired with other high-end experiences. You can implement the spa filter to sort for properties that have spa facilities, which can be especially useful for resting and rejuvenating in between games.

#### How can I find luxury golf vacations in Central Chicago?

A lot of golf vacations are already luxurious given the nature of the game, but there are a few things you can do to push it as far as it can go. Use search filters to highlight only 5-star properties to ensure you're getting the best of the best. Business-class flights are available as well in most cases.

#### Can I book an all-inclusive golf vacation in Central Chicago?

In many cases, yes. There's even a search filter for all-inclusivity, so you can sort for all-inclusive stays specifically. Even when an all-inclusive experience that matches your needs isn't available, you may be able to find some half-board options. This is also one of the best ways to find luxury golf vacations.

#### Why should I book golf packages including flights?

When you book your flight and your accommodations together, you can enjoy some serious savings compared to what you'd find booking separately. We're your one-stop shop for all your travel needs, and convenience is just the beginning when booking golf vacations from Central Chicago with us.

#### Should I book a last-minute golf vacation?

Booking last-minute to Central Chicago shouldn't be your first choice, but if you like to travel spontaneously, there are a few benefits to enjoy. Occasionally, you may be able to save money by booking last-minute, as accommodations are interested in filling their last few vacancies as fast as they can. The deals aren't guaranteed, however, so keep that in mind when planning. Sometimes, accommodations will simply be sold out.

#### Can I book a golf vacation that is fully refundable?

Yes, you'll find several options that are fully refundable among our packages in Central Chicago. You can even filter for fully refundable stays specifically. Just remember to check out each accommodation's policy specifically to make sure your booking qualifies.

#### Why should I book my golf trip with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel needs. You can search through a massive collection of packages and potentially unlock discounts by booking your flight and accommodations together. Even more discounts may be available for Expedia Rewards members, such as special deals and the ability to earn points to put toward discounts on future bookings.

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## More Vacations Ideas

[Flights to Central Chicago](https://expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights)[Central Chicago Hotels](https://expedia.ca/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels)[Central Chicago Vacation Rentals](https://expedia.ca/Central-Chicago-Vacation-Rentals.d553248635976475413.Travel-Guide-VacationRentals)[Central Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Central-Chicago.d553248635976475413.Car-Rental-Guide)[Central Chicago Vacations](https://expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides)[Things to do in Central Chicago](https://expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)