Homewood Holidays from AU$2,345
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Your Homewood Holiday
Lock in a Homewood holiday package and get ready to experience this fascinating city the stress-free way. Consider basing yourself in the neighbourhood of South Deering, which is good for golfing and nature. Hollywood Casino Amphitheatre, River Oaks Centre and Coyote Run Golf Course are just a few of the sights worth visiting during your trip to Homewood. Your Homewood holiday is a couple of clicks away. Explore flights, accommodation and more on Expedia for an adventure that's tailored to suit your style.
The Latest Homewood Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
AU$3,791
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
Pablo was amazing and he made my 50th birthday experience amazing . Thank you for the champagne and cake surprise . Super recommended .
Reviewed on 1 Sept 2026
Swissotel - Chicago
Downtown Chicago
AU$3,216
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
Underground parking was horrible and shared with valet. Paid 70/night for parking just to struggle looking for a parking. Tight pillars and cross traffic parking. Wouldnt recommend oversized vehicles either. Also, the refrigerator was not working
Reviewed on 1 Sept 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
AU$3,051
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.
Reviewed on 1 Sept 2026
Homewood Holiday
Homewood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Midway Intl. Airport (MDW) |
Population | 19,400 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Odyssey Fun World, Midwest Carvers Museum and Childrens Museum of Oak Lawn |
Our pick of the best Homewood Hotel Deals
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
AU$236
6 Sept - 7 Sept
includes taxes & fees
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
AU$229
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very good! (1,017 reviews)
"I kept trying to figure out why I had so many mosquito bites when I didn’t spend much time outside and when I was getting them because they just seemed to appear overnight. When we were packing up to leave during our last morning, I told my mom I needed to get something for all my itchy bites, mostly ..."
Reviewed on 1 Sept 2026
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
AU$187
23 Sept - 24 Sept
includes taxes & fees
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.
Stay near popular Homewood attractions
Ravisloe Country Club
7.6/10 (4 reviews)
This Donald Ross-designed golf course challenges players with its rolling mounds and deep bunkers. Experience classic golfing on meticulously maintained greens, then enjoy a meal at the elegant clubhouse.
What to do in Homewood
Wendella's 90-min Chicago River Architecture Tour
AU$56
per adult
94% of travellers recommend
Chicago White Sox Baseball Game at Guaranteed Rate Field
AU$55
per adult
Frequently asked questions
How much does a Homewood holiday package cost?
You can snap up a holiday package to this destination from AU$2,345 on Expedia. But how much your holiday to Homewood costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Homewood?
January, June and September are the best times to look for cheap Homewood holiday packages. Travelling in less busy periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Homewood?
Typically, a handful of days is enough to explore the main attractions during your Homewood holiday. However, if you'd like to have some time to unwind or take day tours, consider extending your trip.
How to find the best Homewood package deals?
Bagging a cheap Homewood package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Homewood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Homewood holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still have the freedom to create a tailored Homewood holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Homewood?
If you're planning a spur-of-the-moment Homewood getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Homewood?
- Choose when to get away: Check your calendar and get packing. Your preferred season and the available activities will also help you decide when to escape to Homewood.
- Budget wisely: Besides the cost of your stay, you should consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Homewood.
- Set the duration of your trip: Start by making a list of all the activities and sights you want to experience in Homewood. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Homewood holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
