Homewood Trip
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Top Homewood Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
₹76,752
per person
25 Oct - 28 Oct
found 3 hours ago
Return direct flight included
Lexington (LEX) to Chicago (ORD)
8.4/10 Very good! (2,128 reviews)
The location could not be better--close to Michigan Avenue and the Red Line L--and the property is clean, quiet, and safe. The only thing that rankled were the elevators, for which one typically has to wait years for: ended up taking the stairs often, and I was staying on the 9th floor.
Reviewed on 21 Aug 2026
Swissotel - Chicago
Downtown Chicago
₹91,392
per person
25 Oct - 28 Oct
found 3 hours ago
Return direct flight included
Lexington (LEX) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Amazing stay! Perfect location. Staff were incredibly helpful and friendly. Will definitely stay again next time I’m in Chicago!
Reviewed on 22 Aug 2026
Hotel Riu Plaza Chicago
Downtown Chicago
₹85,320
per person
25 Oct - 28 Oct
found 3 hours ago
Return direct flight included
Lexington (LEX) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.
Reviewed on 22 Aug 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
₹129,528
per person
25 Oct - 28 Oct
found 3 hours ago
Return direct flight included
Lexington (LEX) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !
Reviewed on 21 Aug 2026
The Talbott, Autograph Collection
Downtown Chicago
₹84,890
per person
25 Oct - 28 Oct
found 3 hours ago
Return direct flight included
Lexington (LEX) to Chicago (ORD)
9.4/10 Exceptional! (157 reviews)
Front desk manager agreed to change my date with on-line service from the next weekend to the current weekend, so I booked and checked in.
4 days later, the on-line booking co. Said the manager did not agree to release my reservation.
Unethical procedurers.
Reviewed on 12 Aug 2026
Top hotels in Homewood
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
₹6,020
₹6,741 total
30 Aug - 31 Aug
includes taxes & fees
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
₹10,911
₹13,766 total
8 Sept - 9 Sept
includes taxes & fees
William Tell Hotel MOD Collection by Sonesta
6201 Joliet Rd Countryside IL
Fully refundableReserve now, pay when you stay
₹10,145
₹11,361 total
10 Sept - 11 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.
Frequently asked questions
How much does a Homewood holiday package cost?
You can snap up a holiday package to this destination from ₹76,752 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.
