North Mayfair Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in North Mayfair

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $913, price is now CA $671 per person
CA $671
per person
Jan 21 - Jan 24
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything.

Reviewed on Nov 3, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,898, price is now CA $1,336 per person
CA $1,336
per person
Jan 21 - Jan 24
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,106, price is now CA $794 per person
CA $794
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,801, price is now CA $1,315 per person
CA $1,315
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
This place was amazing and the hotel staff was extremely helpful

Reviewed on Nov 10, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,344, price is now CA $983 per person
CA $983
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

Where to stay in North Mayfair

Find the best North Mayfair areas and neighborhoods for the activities you enjoy most. Learn more about North Mayfair
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

North Mayfair Hotel Deals

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 CA $164 per night from Nov 22 to Nov 23
CA $164
CA $195 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (10,165 reviews)
"Will not stay at this hotel again. The hotel looks good on the outside but was in terrrible condition on the inside. The hotel is old but is not the issue as the building is beautiful, what's terrible was the maintenance and upkeep. Our room did not have thermostat and so we have to open the window ..."

Reviewed on Nov 10, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Nov 22 to Nov 23
CA $161
CA $191 total
Nov 22 - Nov 23
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $150 per night from Dec 10 to Dec 11
CA $150
CA $178 total
Dec 10 - Dec 11
includes taxes & fees
8.8/10 Excellent! (5,614 reviews)
"Room was cleaned and nicely kept up. Convenient location and nice view of the river."

Reviewed on Nov 10, 2026

River Hotel
See all 4,665 properties in North Mayfair
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.
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Frequently asked questions

How much does a North Mayfair vacation package cost?
The cheapest North Mayfair vacation package is CA $671, so your dream vacation can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to create a package that fits you.
How do I get a cheap travel package to North Mayfair?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you a pretty penny too. A North Mayfair vacation package makes it simple to arrange your perfect trip. With more than 550 airlines throughout the world to select from, finding convenient flights that fit your busy schedule won't be an issue. Not only that, we've got over 1,000,000 hotels globally to select from. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
Where should I stay in North Mayfair?
If you want to be in the center of the action, stay somewhere close to Lincoln Park. Many travelers book a hotel around this top tourist attraction.
How far in advance should I book my North Mayfair vacation?
While not all airlines advertise tickets early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is when you can score some incredible bargains. If you're purchasing tickets last minute, you may still be in luck. Low prices occasionally emerge just weeks prior to departure.
What does an Expedia North Mayfair travel package include?
From hotels and airfares to car rentals, Expedia can help you create a North Mayfair package that suits you. Heading off for a week or two? Check out a rental car, hotel and flight bundle. If you can only manage a quick getaway, an airfare and hotel deal may suit you better. Tours and activities can be added after you've booked. Our packages make it a cinch to save and plan.
What should I know before booking a North Mayfair travel package?
Our prices are always low. However, you'll snap up even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a North Mayfair Expedia vacation package?
Yes, of course. We offer more than 550 partner airlines throughout the world, so fly with the carrier that fits your travel needs.
If I'm not able to travel, can I cancel my North Mayfair vacation package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your North Mayfair vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We'll help you every step of the way.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
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.