Mayfair Vacations from $568

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Your Mayfair Vacation

Experience everything this neighborhood has to offer with a customized Mayfair vacation package. However you see yourself spending your time here, you'll find endless opportunities for fun, relaxation and adventure. Some leading nearby attractions to check out during your trip to Mayfair include Portage Park, Walt Disney House and Six Corners. Don't just wish for it — turn it into a reality! Book your perfect Mayfair vacation with Expedia and travel your way.

The Latest Mayfair Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

Save 100% on your flight

$568

per person

Oct 2 - Oct 6

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (3,942 reviews)

The rooms need more light fixtures, and a full-length mirror is a necessity. The new coffee and pastry shop in the lobby is a great addition. I believe the bathrooms have been updated since my last stay, very nice.

Reviewed on Aug 24, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$800

per person

Oct 28 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (518 reviews)

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$1,020

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (550 reviews)

En publicidad ofrecen uso de piscina en un entorno agradable familiar y fue lo contrario parejas en actos lasivos dentro de piscina y ninguna persona de servicio atentos a lo que pasa totalmente desagradable.

Reviewed on Aug 24, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$605

per person

Nov 13 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,960 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$694

per person

Sep 30 - Oct 3

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

Great experience! Top notch on cleanliness

Reviewed on Aug 24, 2026

Where to stay in Mayfair

Find the best Mayfair areas and neighborhoods for the activities you enjoy most. Learn more about Mayfair

A busy city street with tall buildings, a bus, and cars.

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.

A river with yellow boats, a bridge, and tall buildings.

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

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.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A wooden pavilion with a view of a city skyline and a body of water.

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.

Mayfair Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$109 nightly

$130 total

Sep 8 - Sep 9

Total with taxes and fees

8/10 Very Good! (10,309 reviews)

"Dated hotel but the location was walkable to Soldier Field which was helpful."

Reviewed on Aug 24, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$134 nightly

$159 total

Aug 31 - Sep 1

Total with taxes and fees

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

$243 nightly

$286 total

Aug 28 - Aug 29

Total with taxes and fees

8.4/10 Very Good! (2,440 reviews)

"Terrible beds. We got a full size bed for a couple. It was quite worn down and squeeky. I’ve stayed in this hotel many times before and never had these kind of issues. Pitty experience"

Reviewed on Aug 24, 2026

See all 4,705 properties in 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.