Mayfair Holidays from £905

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Your Mayfair Holiday

Take the fuss out of planning your next getaway by booking a Mayfair holiday package. Soak in the sights and sounds of this unique neighbourhood and experience all it has to offer. Your trip to Mayfair wouldn't be complete without a stop at popular attractions nearby such as Portage Park, Milwaukee Avenue and Six Corners. Expedia is here to help put your plans into action. Book your dream Mayfair holiday today.

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago
£905
per person
17 Nov - 24 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.8/10 Excellent! (2,527 reviews)
Stay One Chicago

Stay One Chicago

Downtown Chicago
£1,683
per person
17 Nov - 24 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
7.8/10 Good! (12 reviews)
Very nice and clean property. Beds were extremely comfortable and the room was spacious! Loved it!

Reviewed on 20 Sept 2026

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

Downtown Chicago
£935
per person
17 Nov - 24 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.8/10 Excellent! (1,567 reviews)
.

Reviewed on 26 Sept 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£2,759
per person
2 Dec - 6 Dec
found 2 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago
£984
per person
3 Nov - 8 Nov
found 9 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.8/10 Excellent! (3,770 reviews)

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.

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

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

Find hotels in Magnificent Mile
A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Find hotels in The Loop
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Find hotels in Lincoln Park

Top hotels in Mayfair

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£167
25 Oct - 26 Oct
includes taxes & fees
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£132
25 Oct - 26 Oct
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£161
14 Oct - 15 Oct
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
See all 4,713 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.
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays
Golf Holidays
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Luxury Holidays
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gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
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Where to go when
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Frequently asked questions

Why should I book my Mayfair holiday with Expedia?
Expedia has you covered for every detail of your next Mayfair holiday. You'll always get the best deal possible, but when you bundle your hotel, flights and/or car hire into a holiday package, you'll save even more. Keen to really make the most of your escape? Add some tours and activities to your customised package. We offer flexible cancellation policies on most bookings, so there's no need to worry if you have to change your plans. Visit our Customer Service Portal link to find out more.
How do I get a cheap holiday to Mayfair?
Lock in flights that fit in with your schedule, add a hotel to your booking and see how much you save with a Mayfair holiday. It's as simple as that! From hotels and flights to hire cars and activities, Expedia is where your cheap getaway begins. And with more than 400 airlines and 321,000 hotel options throughout the world to choose from, you won't be short of choice. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Mayfair holiday?
There's an almost endless list of things to do and see while enjoying a holiday in Mayfair. Portage Park, Walt Disney House, Six Corners and Community First Medical Centre are among this city's best attractions.
Do I need a visa for my Mayfair holiday?
Visa requirements for Mayfair vary based on your nationality and reason for your visit. Be sure to check official government websites to determine if you need a visa for your trip. They'll give you the most up-to-date information, including details about application procedures or any supporting documentation that might be necessary. Enquire about your visa requirements well ahead of time to ensure a smooth travel experience. Finally, double-check to see that your passport has at least six months validity from your planned return date.
What should I wear on my Mayfair holiday?
Consider the sorts of activities you have planned during your Mayfair holiday and choose versatile pieces that you can mix and match. For fashion inspiration or even information on dress codes, browse a few style blogs or social media accounts.
What does an Expedia Mayfair holiday include?
Hotels, flights and a reliable car for your road trip adventures. Simply mix and match your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings pile up. When it comes to creating your Mayfair holiday, you're the boss! Explore a variety of styles on Expedia and discover the perfect one for you and your guests. From the most popular property types, like apartments and private holiday homes, to many other options, you'll find plenty of holiday rentals in Mayfair to select from so you can plan your adventure just the way you like it.
Does Expedia offer Book Now, Pay Later Mayfair holidays?
Expedia has joined forces with online lender Klarna to make booking your next break a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Consider these flexible payment options:
  • Pay monthly holidays: If paying across multiple transactions sounds best for you, Klarna offers just that! Paying in multiple instalments will make that dream getaway possible.
  • No-deposit holidays: When you want to jump on an awesome deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.
Can I choose my airline with a Mayfair Expedia holiday?
Yes — that's the beauty of an Expedia holiday package. You're in control. We have access to more than 400 airline partners around the world, so you have lots of choice when organising your Mayfair adventure.

Stay near popular Mayfair attractions

Irish American Heritage Center

You can spend an afternoon exploring the galleries in Irish American Heritage Center in Chicago. Take in the live music while you're in the area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
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. Flight-inclusive packages are ATOL protected.