Montclare Vacations from ￥268,395
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The Latest Montclare Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
￥268,395
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,351 reviews)
Great hotel… hotel was accommodating with early check in and late check out… very helpful… clean and spacious room… housekeeping daily and room was always fresh…
Reviewed on Sep 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
￥389,298
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Honestly did not meet expectations. Check in was very fast but overall staff was a cold and not friendly. The only exception were few members at the breakfast restaurant, Maitre D’ and a few of the Bussers. No one offered help with the bags when checking in or out. We were traveling with a toddler and stroller so our hands were pretty full. Everyone seemed very interested in just chatting with other staff members and not connecting with guests at the hotel.
The rooftop seems to be adults only which was not mentioned after we asked reception about checking it out. We tried to go one day and they didn’t help get a high chair for our toddler. I even mentioned getting one from the second floor restaurant which they have and they said no. We ended up going somewhere else nearby instead. My son was not able to get a proper seat for his age. They pointed a a high top table which is absurd.
The hotel has great potential and well located. Unfortunately needs more presence in the hospitality aspect which should be their number one priority. Also note that they charge a $250 fee at checking-in addition to the nightly rate deposit. They claim is for incidentals but is just a way to encourage you spend the money at the hotel restaurant or bar.
Reviewed on Sep 9, 2026
Where to stay in Montclare
Find the best Montclare areas and neighborhoods for the activities you enjoy most. Learn more about Montclare
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Montclare Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
￥23,584
￥28,039 total
Sep 10 - Sep 11
includes taxes & fees
8/10 Very Good! (10,333 reviews)
"Excellent location, very clean and comfortable room."
Reviewed on Sep 9, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
￥27,511
￥32,709 total
Sep 21 - Sep 22
includes taxes & fees
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (890 reviews)
"Great spot!"
Reviewed on Sep 7, 2026
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 Montclare vacation package cost?
Live it up in Montclare from as low as ￥268,395. Choose from a great selection of flights, hotels and rental cars to suit your budget. Pick up even more discounts when you add some tours or activities to your package.
How do I get a cheap travel package to Montclare?
Our Montclare vacation packages mean plenty of savings for the savvy traveler. For the best deal, simply combine your flights, hotels and tours into a budget-friendly package. But impressive bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 properties throughout the world to choose from. No matter your budget or style, there's a package that's perfect for you.
Where should I stay in Montclare?
With fascinating attractions like Portage Park and Six Corners in this area, look for a hotel located near either one. Community First Medical Center is another sight in Montclare that people flock to.
How far in advance should I book my Montclare vacation?
It can be difficult to know when is the ideal time to book your Montclare vacation. But generally the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels nearly a year before departure. If you're considering a last-minute getaway, no need to worry! There are incredible bargains posted on Expedia every day.
What does an Expedia Montclare travel package include?
It comes down to what you're after. If you're traveling solo, you might decide to combine hotels and flights. Bringing the whole family to Montclare? A travel package that includes rental cars, flights and hotels might suit you better. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Montclare travel package?
Bundling your bookings into a Montclare vacation package is the most convenient way to organize your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Montclare Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply choose your preferred air carrier and put together the perfect Montclare trip.
If I'm not able to travel, can I cancel my Montclare vacation package?
If your travel plans in Montclare have changed, it's comforting to know that it's possible to cancel your booking. If you made your booking in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. For more information, visit our Customer Service Portal.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,453
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
￥6,484
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.