Homewood Vacations from NT$55,230

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The Latest Homewood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.8/10 Excellent! (1,771 reviews)
Beautiful hotel property, but rooms are really tiny. Our friend group wanted to hang out in the lobby post-midnight but the front desk didn’t allow that and didn’t provide suitable alternatives. The other challenge was that the elevators were sometimes down and we had to wait a while to move between floors. Overall, I felt we didn’t get good enough value from this stay.

Reviewed on 2025/6/22

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Great hotel with great staff.

Reviewed on 2025/6/20

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Great location, friendly staff, nice rooms!

Reviewed on 2025/6/21

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Beautiful property. Amazing customer service.

Reviewed on 2025/6/17

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
I loved my stay at The Wit. It was a convenient walk to everything. Great location, great staff!

Reviewed on 2025/6/18

Find the Best Homewood Vacation Packages

Homewood Hotel Deals

Delta Hotels by Marriott Chicago Willowbrook
Delta Hotels by Marriott Chicago Willowbrook
3 out of 5
7800 Kingery Hwy, Willowbrook, IL
Fully refundableReserve now, pay when you stay
The price is NT$2,569 per night from Jun 30 to Jul 1
NT$2,569
NT$2,877 total
Jun 30 - Jul 1
includes taxes & fees
8.2/10 Very Good! (418 reviews)
"A very"

Reviewed on 2025/6/16

Delta Hotels by Marriott Chicago Willowbrook
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 NT$1,860 per night from Jun 30 to Jul 1
NT$1,860
NT$2,083 total
Jun 30 - Jul 1
includes taxes & fees
6.8/10 (1,188 reviews)
"I loved the hot tub"

Reviewed on 2025/6/18

Motel 6 Bridgeview, IL
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 NT$2,126 per night from Jul 6 to Jul 7
NT$2,126
NT$2,496 total
Jul 6 - Jul 7
includes taxes & fees
5.4/10 (19 reviews)
"I loved the fact that the room was modern and really clean, had a mini fridge, microwave and cable that actually worked and had a clear picture. What I didn’t like was I seen a roach in the bathroom. They may need to exterminate sooner than later."

Reviewed on 2025/6/16

Motel 6 - Chicago, IL
See all 911 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.

Frequently asked questions

How much does a Homewood vacation package cost?
You can snap up a vacation package to this destination from NT$55,230 on Expedia. But how much your vacation 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 vacation packages. Traveling 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 vacation. 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 traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Homewood vacation as a package?
Expedia vacation 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 vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation 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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Homewood vacation package.

Discover the most popular places to visit in Homewood

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

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.

Michigan Avenue
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.