Mayfair Vacation Packages 2025 from $336

The Latest Mayfair Vacation Packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,270 reviews)

i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on Aug 11, 2025

The Peninsula Chicago

Downtown Chicago

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.8/10 Exceptional! (1,004 reviews)

It was exceptional all the way around

Reviewed on Aug 10, 2025

Park Hyatt Chicago

Downtown Chicago

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug 10, 2025

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

per person

Oct 17 - Oct 24

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.4/10 Very Good! (1,586 reviews)

Food at the restaurant was good. Rotisserie chicken

Reviewed on Aug 12, 2025

Hilton Chicago O'Hare Airport

O'Hare

per person

Oct 17 - Oct 24

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.2/10 Very Good! (2,084 reviews)

Very helpful and friendly staff

Reviewed on Aug 11, 2025

Where to stay in Mayfair

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

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.

Mayfair Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Fully refundableReserve now, pay when you stay

￥37,098

￥43,549 total

Sep 10 - Sep 11

includes taxes & fees

7.8/10 Good! (8,943 reviews)

"The hotel room was quiet and clean, only a little old and something outdated but still functional (tv). The area is great to visit a lot of the Chicago attractions and staff was helpful. Would recommend!"

Reviewed on Aug 11, 2025

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

Fully refundableReserve now, pay when you stay

￥25,618

￥33,767 total

Aug 21 - Aug 22

includes taxes & fees

8.4/10 Very Good! (1,848 reviews)

"5 star rating! The vibe of the hotel is amazing and you can’t beat the location."

Reviewed on Aug 11, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Fully refundableReserve now, pay when you stay

￥22,671

￥26,612 total

Aug 24 - Aug 25

includes taxes & fees

8.4/10 Very Good! (3,662 reviews)

"The staff was kind and helpful. The rooms and hotel itself were pretty clean. It's in a heavily populated area of a major US city - you're going to hear noises from outside at night, so just know that going into it(I've seen people complaining about it in reviews). I never felt unsafe walking around ..."

Reviewed on Aug 11, 2025

See all 4,781 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.

Frequently asked questions

How much does a Mayfair vacation package cost?

Maybe less than you imagined — from only ￥216,530, as a matter of fact! By combining hotels, flights and car rentals into a tailor-made travel package, your trip to Mayfair is just a few clicks away.

How do I get a cheap travel package to Mayfair?

Bundle, bundle, bundle. Hotels, rental cars and flights — combine whatever you need into a Mayfair vacation package to save loads of cash. Score even bigger bargains when you add extras such as tours or experiences to your booking. But that's not the only good part. You have the flexibility to put together your vacation your way. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, so that everyone has a chance to travel and fulfill those vacation dreams.

Where should I stay in Mayfair?

With fascinating attractions like Portage Park and Six Corners in this area, look for a hotel situated near them. Walt Disney House is another sight in Mayfair that people flock to.

How far in advance should I book my Mayfair vacation?

While not all airlines release tickets early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is the time you'll nab some incredible deals. If you've left everything to the last minute, you may still be in luck. Sometimes the lowest prices appear only weeks prior to departure.

What should I know before booking a Mayfair travel package?

You'll score impressive savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything together simply makes planning easier. So why waste your money or time? Whether you're organizing a ritzy city getaway or a low-cost family road trip, browse our vacation packages today.

Can I choose my airline with a Mayfair Expedia vacation package?

You can, and with over 550 airlines to choose from around the world, you've got lots of choice. Scroll through the available options and find out which airline suits your budget and needs.

If I'm not able to travel, can I cancel my Mayfair vacation package?

It's impossible to predict what tomorrow might bring, so it's good to know that you can cancel or change your Mayfair vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Mayfair

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Things to do

Architecture River Tour

￥6,122

per adult

96% of travellers recommend

Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

￥6,646

per adult

100% of travellers recommend

Skyline Lake Tour

￥4,423

per adult

92% of travellers recommend

See all activities in Chicago

Other vacations you might like

Vacations and trips to popular cities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Mayfair Vacations from ￥216,530

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

The Latest Mayfair Vacation Packages

Hotel Riu Plaza Chicago

The Peninsula Chicago

Park Hyatt Chicago

Radisson Blu Aqua Hotel Chicago

Hilton Chicago O'Hare Airport

Where to stay in Mayfair

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Mayfair Hotel Deals

Congress Plaza Hotel

Palmer House a Hilton Hotel

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

Discover the most popular places to visit in Mayfair

Wrigley Field

Michigan Avenue

Navy Pier

Things to do

Architecture River Tour

Chicago Sightseeing River and Lake Cruise

Skyline Lake Tour

Other vacations you might like