Mayfair Holidays from £962

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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 & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
Downtown Chicago
Price was £1,221, price is now £962 per person
£962
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
8.6/10 Excellent! (1,033 reviews)
Great hotel. Checked in and staff were friendly. The star of this hotel are the manager Maya!!! She was amazing to speak to and had a warm presence. There was a breakfast attendant we had on our second day that was also very nice but I cant remember her name. Will definitely stay here again as the hotel is very secure and clean.

Reviewed on 25 Jun 2026

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Price was £1,352, price is now £999 per person
£999
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
8.6/10 Excellent! (2,860 reviews)
The hotel is in a great location in Chicago. It is a massive big hotel. A bit outdated but room was clean and bed was very comfortable. For some reason it was not cleaned or serviced every day. Overall, had a good stay.

Reviewed on 27 Jun 2026

Chicago Marriott Southwest at Burr Ridge

Chicago Marriott Southwest at Burr Ridge

4 out of 5
Price was £1,296, price is now £1,042 per person
£1,042
per person
11 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
Close to a shopping and restaurant area , loved it .

Reviewed on 28 Jun 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £1,276, price is now £1,035 per person
£1,035
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9/10 Wonderful! (3,398 reviews)
We really enjoyed our stay here. The hotel is located in a good location on the river and is a great location for those wanting to walk. The room was clean and felt comfortable but I wish this hotel had better coffee.

Reviewed on 26 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,315, price is now £1,080 per person
£1,080
per person
31 Aug - 3 Sept
found 24 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Views were amazing on the water with a bonus fireworks show. Thanks Sable!

Reviewed on 26 Jun 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

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.

Find hotels in Downtown Chicago

Top hotels in Mayfair

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 £123 per night from 29 Jun to 30 Jun
£123
29 Jun - 30 Jun
includes taxes & fees
8/10 Very good! (10,140 reviews)
"4 days of a cold shower and a broken bed. I will never stay here again and I suggest that anyone thinking about staying here to look elsewhere. Bathrooms were severely outdated."

Reviewed on 27 Jun 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £163 per night from 5 Jul to 6 Jul
£163
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (1,830 reviews)
"Best location on Michigan Avenue"

Reviewed on 27 Jun 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £144 per night from 6 Jul to 7 Jul
£144
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (4,467 reviews)
"The housekeeper was always so friendly and did such a great job. Honestly, all the staff was fantastic and so helpful."

Reviewed on 27 Jun 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,858 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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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
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
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. Flight-inclusive packages are ATOL protected.