
Magnificent Mile Vacation Packages
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Top Holiday Package Deals in Magnificent Mile
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
Price was CA $1,422, price is now CA $1,058 per person
CA $1,058
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,005 reviews)
I think parking should be free and they continental breakfast should be free other than that the experience was great
Reviewed on Apr 5, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,034, price is now CA $1,314 per person
CA $1,314
per person
Jun 16 - Jun 20
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Was a little noisy but I think that was just my unit. Facilities were top notch!
Reviewed on Apr 4, 2026

The Langham, Chicago
Downtown Chicago
Price was CA $1,811, price is now CA $1,227 per person
CA $1,227
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
The staff were wonderful, the room was beautiful, and the location was fantastic. I really wanted to love this hotel. Unfortunately, two issues made for a difficult stay.
The noise was severe. Despite being listed as soundproof, our junior suite on the 10th floor was incredibly loud. We’ve stayed in many major cities (and lived in some). But have not experienced this level of disruption from sirens, car alarms, horns, and blasting music from passersby all night. The blackout curtains are thin and don't reach the floor, offering little sound buffering. This is a far cry from the double-glazed windows and heavy drapes you'd expect from a hotel marketing itself as soundproof.
The motion-sensor system controlling all lights and HVAC was also a safety concern. If you're still for too long (say, soaking in the bathtub), the entire room goes pitch black. Even the bathroom night light turns off on a timer. We asked the staff to disable this, and they said they did, but the problem persisted.
For the price of a 5-star hotel, these issues brought the experience down to a 3-star stay. It's a shame, because so much else was genuinely excellent. We’d return, but only if these issues are addressed.
Reviewed on Apr 5, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,758, price is now CA $1,241 per person
CA $1,241
per person
May 7 - May 10
found 5 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Beautiful rooms at an amazing location. Parking is terribly expensive though, and breakfast is not included. There is no mini fridge, so good luck saving leftovers to reduce expenses. There is also no swimming pool which I found weird for a place this elegant.
Their main restaurant does not have good breakfast. Go for dinner or lunch and you will be very happy. But don't bother with breakfast, it's just a bunch of cheese and grease and it's unpleasant.
Reviewed on Apr 4, 2026

ENVITAE Hotel 4 Bedroom Luxury Apartments
Near North Side
Price was CA $3,864, price is now CA $2,835 per person
CA $2,835
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.6/10 Exceptional! (14 reviews)
⭐⭐⭐⭐⭐
We had a fantastic stay in this 4-bedroom apartment hotel. Looks exactly like the pictures. The unit was spotlessly clean and perfectly appointed — it truly felt like a home away from home. The kitchen had every amenity you could possibly need, which made cooking and relaxing with family incredibly easy.
The bedding was beautiful and very comfortable, and having a washer and dryer in the unit was a huge bonus, especially for a longer stay.
The building itself felt very secure, including the parking area, which gave us great peace of mind. We also loved the amenities — the gym and lounge area were excellent and well maintained.
Overall, this was one of the best apartment-style stays we’ve had. Comfortable, convenient, and thoughtfully set up. We would absolutely stay here again.
Reviewed on Mar 5, 2026
Where to stay in Magnificent Mile
Find the best Magnificent Mile areas and neighborhoods for the activities you enjoy most. Learn more about Magnificent Mile

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.
Magnificent Mile Hotel Deals

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
Fully refundable
The price is CA $259 per night from Apr 12 to Apr 13
CA $259
CA $353 total
Apr 12 - Apr 13
includes taxes & fees
9.2/10 Wonderful! (2,938 reviews)
This was my first time staying at an Intercontinental and I was disappointed in many areas. I booked a classic room with city view but the room faced a building directly across, and the description said a shower/bathub combination but the room only came with a walk-in shower and I needed to switch. ...
Reviewed on Apr 5, 2026

The Westin Michigan Avenue Chicago
909 North Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Apr 8 to Apr 9
CA $177
CA $250 total
Apr 8 - Apr 9
includes taxes & fees
8.8/10 Excellent! (1,113 reviews)
The staff was very welcoming and professional. I ordered room service and of course it was sky high.
Reviewed on Apr 4, 2026

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Apr 16 to Apr 17
CA $151
CA $177 total
Apr 16 - Apr 17
includes taxes & fees
8/10 Very Good! (10,029 reviews)
Great hotel to stay in chicago !!
Reviewed on Apr 5, 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
Discover the most popular places to visit in Magnificent Mile
Lookingglass Theatre
You can enjoy a show at Lookingglass Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Things to do

Wendella's 90-min Chicago River Architecture Tour
CA $55
per adult
94% of travellers recommend
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