Homewood Vacations from $225
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Your Homewood Vacation
Come and discover this interesting city for yourself with a Homewood vacation package. Think about basing yourself in the neighborhood of South Deering, which is good for golfing and nature, and your time here is bound to be unforgettable. A trip to Homewood is an excellent opportunity to do a bit of sightseeing. Be sure to look around popular attractions like Hollywood Casino Amphitheatre, Coyote Run Golf Course and River Oaks Center. Your Homewood vacation is a few clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored to suit your travel style.
The Latest Homewood vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was $455, price is now $225 per person
$225
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine
Reviewed on Oct 4, 2025
The Westin Michigan Avenue Chicago
Downtown Chicago
Price was $1,560, price is now $624 per person
$624
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.
Reviewed on Oct 2, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was $1,509, price is now $834 per person
$834
per person
Nov 24 - Nov 28
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.
Reviewed on Oct 6, 2025
DoubleTree by Hilton Chicago - Alsip
Save 100% on your flight
Price was $559, price is now $318 per person
$318
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
8.2/10 Very Good! (1,009 reviews)
Nothing to complain about. It’s an okay place.
Reviewed on Oct 10, 2025
Discover the most popular places to visit in Homewood
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Homewood
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
Homewood Hotel Deals
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $68 total per night from Oct 19 to Oct 20
$68 total
Oct 19 - Oct 20
Total with taxes and fees
6.2/10 (1,007 reviews)
"My go-to place in the area. Decor is somewhat dated and check-in is slow sometimes yet I come back because it’s a convenient location and the prices are reasonable. I prefer a 1st floor room and the staff will usually honor the request if they can."
Reviewed on Sep 27, 2025
Hampton Inn by Hilton Chicago-Midway Airport
6540 S Cicero Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $154 total per night from Nov 9 to Nov 10
$154 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (1,251 reviews)
"Good AC Breakfast was minimal at best. Overall, pretty soulless"
Reviewed on Oct 8, 2025
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
$124 nightly
The price is $130 total per night from Oct 13 to Oct 14
$130 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (1,273 reviews)
"The staff was friendly, room was perfect for the occasion."
Reviewed on Oct 5, 2025
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.
Homewood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Midway Intl. Airport (MDW) |
Population | 19,400 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Midwest Carvers Museum, Bronzeville Childrens Museum and William W. Powers State Recreation Area |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.