Mayfair Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Executive lounge
    Aug 16 - Aug 22

    Fairmont Chicago at Millennium Park + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    8.8/10 - Excellent (2,156 reviews)
    "Amazing view and clean room"
    Reviewed May 25, 2026
    Return • Christchurch (CHC) - Chicago (ORD)
    CHC - ORD • 2 stops ORD - CHC • 2 stops
    NZ$4,157
    NZ$3,359
    per traveller
    found 1 day ago
    Fairmont Chicago at Millennium Park
  • Indoor wedding
    Aug 16 - Aug 22

    Swissotel - Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.0/10 - Wonderful (3,350 reviews)
    "It was a nice room. Only complaint would be air conditioning. I don’t do hot. Hate sweating. Had turned to 65 and still not really cold. Otherwise overall nice."
    Reviewed May 26, 2026
    Return • Christchurch (CHC) - Chicago (ORD)
    CHC - ORD • 2 stops ORD - CHC • 2 stops
    NZ$4,443
    NZ$3,396
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • Smart TV
    Aug 16 - Aug 22

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (489 reviews)
    "Amazing place"
    Reviewed May 26, 2026
    Return • Christchurch (CHC) - Chicago (ORD)
    CHC - ORD • 2 stops ORD - CHC • 2 stops
    NZ$4,329
    NZ$3,387
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Terrace/patio
    Aug 16 - Aug 22

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,516 reviews)
    "Clean and have a beautiful view of the lake"
    Reviewed May 26, 2026
    Return • Christchurch (CHC) - Chicago (ORD)
    CHC - ORD • 2 stops ORD - CHC • 2 stops
    NZ$4,569
    NZ$3,634
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 2 restaurants; breakfast, lunch, and dinner served
    Aug 16 - Aug 22

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,714 reviews)
    "I enjoyed our stay at LondonHouse Chicago, Curio Collection by Hilton. Staff members were friendly and helpful! Housekeeping staff were friendly and on point with cleaning! My next visit to Chicago, I plan on staying there."
    Reviewed May 27, 2026
    Return • Christchurch (CHC) - Chicago (ORD)
    CHC - ORD • 2 stops ORD - CHC • 2 stops
    NZ$4,169
    NZ$3,369
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton

Our guide on where to stay in Mayfair

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

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

Our pick of the best Mayfair Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is NZ$428 per night from 2 June to 3 June
NZ$428
2 June - 3 June
includes taxes & fees
8/10 Very Good! (10,148 reviews)
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did ..."

Reviewed on 27 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is NZ$536 per night from 16 June to 17 June
NZ$536
16 June - 17 June
includes taxes & fees
9.4/10 Exceptional! (4,265 reviews)
"Staff was super friendly. Rooftop bar is awesome. The breakfast was fantastic. This may sound weird, but the toilet seats had abnormally large openings."

Reviewed on 27 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is NZ$385 per night from 21 June to 22 June
NZ$385
21 June - 22 June
includes taxes & fees
7.8/10 Good! (1,480 reviews)
"Just parking"

Reviewed on 27 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,887 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 holiday package cost?
Maybe less than you imagined — from only , 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 holiday 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 holiday 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 fulfil those holiday 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 holiday?
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 organising a ritzy city getaway or a low-cost family road trip, browse our holiday packages today.
Can I choose my airline with a Mayfair Expedia holiday 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 holiday package?
It's impossible to predict what tomorrow might bring, so it's good to know that you can cancel or change your Mayfair holiday 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

Wrigley Field

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

NZ$45
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

NZ$74
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

NZ$77
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.