Mayfair Vacations from $375

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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 Wade

Downtown Chicago

Save 100% on your flight

$375

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,042 reviews)

When we arrived the room was not ready however we have arrived around 6 pm. We went to this hotel for our anniversary but the receptionist offered us to stay in a room with 2 single bed. However thankfully soon after our room got ready. But overall the hotel was not clean at all.

Reviewed on Sep 8, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$540

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,174 reviews)

Very nice clean hotel! 5 stars all the way!

Reviewed on Sep 8, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$745

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,995 reviews)

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$747

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,512 reviews)

Service for rooms stops at 5p. If you want a towel or anything for a room after . You’re on your own. No microwave to heat up food unless you have 35 dollars they supply u with 1. Good location from everything. 2 restaurants in the lobby. There’s a little store 7/11 style to your right when you walk out. Didn’t realize it until the last night. But yeah cool hotel. I love how u have to have your key for the elevator to even open . That’s great security. You can’t choose a floor unless you have a key.

Reviewed on Sep 8, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$471

per person

Nov 11 - Nov 14

found 15 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.2/10 Wonderful! (520 reviews)

Location and facility was very nice

Reviewed on Sep 7, 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

$119 nightly

$141 total

Sep 9 - Sep 10

Total with taxes and fees

8/10 Very Good! (10,323 reviews)

"Room was nice but the AC barely worked which was rough on the 10th floor with a room that faced the water, where the sun was the majority of the day"

Reviewed on Sep 8, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$152 nightly

$181 total

Sep 9 - Sep 10

Total with taxes and fees

8/10 Very Good! (2,185 reviews)

"Great stay at the Ambassdor. Histroic beautiful neighborhood. Food prices are a bit expensive. Good walking distance to many other amenities and beach."

Reviewed on Sep 8, 2026

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL

9.4/10 Exceptional! (890 reviews)

"Great spot!"

Reviewed on Sep 7, 2026

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See all 4,689 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.