Homewood Holidays from £616

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Your Homewood Holiday

Come and discover this interesting city for yourself with a Homewood holiday package. Think about basing yourself in the neighbourhood 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 Centre. Your Homewood holiday 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 Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was £778, price is now £616 per person
£616
per person
20 Jan - 24 Jan
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £1,797, price is now £1,324 per person
£1,324
per person
25 Dec - 30 Dec
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Amazing experience! Kurtis and Luis at concierge was great! I had a romantic arrangement in the room before arrival and they made it happen! Great great great 5 ✨

Reviewed on 9 Nov 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £1,091, price is now £818 per person
£818
per person
20 Jan - 24 Jan
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on 8 Nov 2026

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was £1,202, price is now £955 per person
£955
per person
20 Jan - 24 Jan
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,309 reviews)

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was £898, price is now £719 per person
£719
per person
20 Jan - 24 Jan
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
I was surprised by the $29.50 daily charge for "Guest Amenity Fee". I did not ask for it. I don't even know what it is. I hate when hotels charge you hidden items.

Reviewed on 9 Nov 2026

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 Bronzeville Childrens Museum

Top hotels in Homewood

Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is £130 per night from 6 Dec to 7 Dec
£130
6 Dec - 7 Dec
includes taxes & fees
Wind Creek Chicago Southland Casino and Hotel
William Tell Hotel MOD Collection by Sonesta

William Tell Hotel MOD Collection by Sonesta

3.5 out of 5
6201 Joliet Rd Countryside IL
Fully refundableReserve now, pay when you stay
The price is £80 per night from 11 Nov to 12 Nov
£80
11 Nov - 12 Nov
includes taxes & fees
William Tell Hotel MOD Collection by Sonesta
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave Bridgeview IL
Fully refundableReserve now, pay when you stay
The price is £51 per night from 19 Nov to 20 Nov
£51
19 Nov - 20 Nov
includes taxes & fees
Motel 6 Bridgeview, IL
See all 1,047 properties in Homewood
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.
See properties

What to do in Homewood

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Architecture River Tour from Michigan Avenue

Architecture River Tour from Michigan Avenue

£31
per adult
Architecture River Tour from Michigan Avenue
See all activities in Homewood

Frequently asked questions

How much does a Homewood travel package cost?
Perhaps less than you might think — from a tempting £616, in fact! By combining hotels, flights and car rentals into your own custom-made package, your getaway to Homewood is just a few clicks away.
If I'm not able to travel, can I cancel my Homewood travel package?
Plans can change unexpectedly, so yes. You may be able to cancel and rebook your Homewood travel package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your hotel, car rental company or airline may impose a fee. Want more information? Visit our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Homewood?
Booking a Homewood travel package with Expedia is such a simple way to save. We have over 550 airlines and 1,000,000 hotels worldwide. With such a wonderful range to pick from, you'll have no trouble putting together your ideal holiday.
Does Expedia offer Book Now, Pay Later Homewood holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's monthly instalment plans. If paying just a small amount each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: If you'd prefer to pay off your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you stumble on an amazing deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Homewood?
With popular attractions like Ravisloe Country Club and Advocate South Suburban Hospital in this neighbourhood, see if you can find a hotel near either of them. Advocate South Suburban Hospital is another sight in Homewood that pulls the crowds.
What are the top hotels in Homewood?
Book a stay at Hyatt Regency Chicago. It's one of the area's most in-demand hotels. Another well-known option in Homewood is The Godfrey Hotel Chicago.
How far in advance should I book my Homewood holiday?
Search Expedia to compare international fares as soon as you know your travel dates. You can normally purchase a ticket up to 12 months prior to departure. If it's too early for your preferred carrier, or you've left things to the last moment, fear not. Low prices to Homewood occasionally appear within weeks of the date of departure.
What does an Expedia Homewood travel package include?
It comes down to what you're after. If you're travelling alone, you might decide to combine flights and hotels. Taking the entire family to Homewood? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom and flexibility to tailor your travel package.
What should I know before booking a Homewood travel package?
A package can be more affordable than separately booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. No matter your holiday goals, there's bound to be a package that suits your budget.
Can I choose my airline with a Homewood Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Simply pick your preferred carrier and put together the perfect Homewood holiday.

* 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.