Montclare Trips (flight + hotel)

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Where to stay in Montclare

Find the best Montclare areas and neighborhoods for the activities you enjoy most. Learn more about Montclare
Downtown Chicago which includes a city

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Top hotels in Montclare

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P10,736 per night from Sep 14 to Sep 15
P10,736
P12,603 total
Sep 14 - Sep 15
includes taxes & fees
7.8/10 Good! (8,929 reviews)
"Good for vacations"

Reviewed on Aug 15, 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P8,619 per night from Sep 1 to Sep 2
P8,619
P10,117 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,186 reviews)
"Everything was great. Thanks for an awesome experience."

Reviewed on Aug 15, 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P9,169 per night from Sep 3 to Sep 4
P9,169
P10,764 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,713 reviews)
"I love the room"

Reviewed on Aug 16, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,939 properties in Montclare
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 . 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.

Popular places to visit

McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park showing modern architecture, autumn leaves and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Six Flags Great America which includes rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

Things to do

River tour boat in Chicago

Architecture River Tour

P2,411
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

P2,617
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

P2,356
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.