Homewood Vacation Packages

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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.

Top Homewood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Level Chicago Fulton Market
The Talbott, Autograph Collection
Level Chicago – Old Town
Omni Chicago Hotel

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Homewood Hotel Deals

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jul 19 to Jul 20
CA $194
CA $242 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (1,021 reviews)
"Don’t like Parking fee."

Reviewed on Jul 7, 2026

Holiday Inn Chicago – Midway Airport S by IHG
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
The price is CA $148 per night from Jul 8 to Jul 9
CA $148
CA $174 total
Jul 8 - Jul 9
includes taxes & fees
8/10 Very good! (1,972 reviews)
"room was small"

Reviewed on Jul 7, 2026

Sleep Inn Midway Airport Bedford Park
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 3 to Aug 4
CA $123
CA $144 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (390 reviews)
"If you want a cheap and affordable room. Motel 6 is the best option to go with. Clean room, helpful staff. Only downside was the ice machine was out of order for some reason."

Reviewed on Jul 5, 2026

Motel 6 - Chicago, IL
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

What to do in Homewood

Frequently asked questions

How much does a Homewood vacation package cost?
Offering excellent value package deals from CA $994 on Expedia, you'll be pleasantly surprised at how much a vacation to Homewood costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Homewood?
If you're looking to book a cheap Homewood vacation package, consider travelling in January, June and September. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Homewood?
To fully enjoy your Homewood vacation, we suggest booking for 2 days. Split your time between visiting Lansing Square Shopping Centre, Midwest Carvers Museum and other major sights, as well as exploring neighbourhoods like East Hazel Crest and Country Club Hills. If you've got some spare time, add a day trip or tour to your Homewood vacation itinerary.
How to find the best Homewood package deals?
Use Expedia's handy filters to help you find some great Homewood package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Homewood package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Homewood vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can customize your Homewood trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Homewood?
If you have your Homewood travel dates confirmed, book as early as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Homewood?

  1. Choose your dates: The things you want to do in Homewood and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to put aside for your trip to Homewood. Then, pick a hotel that suits your budget, whether that's an economical stay or a deluxe getaway.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Homewood. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Homewood vacation package.

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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.