Montclare Vacations from $557
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Montclare Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $842, price is now $557 per person
$557
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,797 reviews)
I would definitely stay here again! Convenient location, walkable from most things. Staff were amazing and so helpful. Basic rooms, decent size. Very clean, great bar.
Reviewed on Jul 1, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,539, price is now $1,007 per person
$1,007
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Staff was super friendly. The room was perfect and the view was exceptional.
Would definitely stay here again.
Reviewed on Jun 27, 2026
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,068, price is now $714 per person
$714
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
My husband and I and my daughter in law stayed at the omni because my son was having surgery at northwestern hospital. Is surgery was at 7:30 am and lasted almost 8 hours check in was not until 4, but they really understood our situation they were able to get into our room at noon. So we can rest. Everyone from the greeders at the door the front desk was tremendously helpful in our situation. A room was clean, check-up process with so easy.I highly recommend staying at this hotel.
Reviewed on Jul 1, 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
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.
Montclare Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $177 total per night from Jul 2 to Jul 3
$177 total
Jul 2 - Jul 3
Total with taxes and fees
8/10 Very Good! (10,185 reviews)
"This place was really horrible! The shower was cold as hell and the front desk didn't do anything to help. The room was not wiped down properly and I left first thing on the A.M. when I told the front desk about my stay, they did nothing to fix the issue or reimburse me a portion of my money. I came ..."
Reviewed on Jul 1, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,825 reviews)
"My husband and I and my daughter in law stayed at the omni because my son was having surgery at northwestern hospital. Is surgery was at 7:30 am and lasted almost 8 hours check in was not until 4, but they really understood our situation they were able to get into our room at noon. So we can rest. ..."
Reviewed on Jul 1, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $188 total per night from Jul 9 to Jul 10
$188 total
Jul 9 - Jul 10
Total with taxes and fees
9/10 Wonderful! (4,474 reviews)
"Friendly staff. Our room was comfortable and clean."
Reviewed on Jun 30, 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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
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.