News & Events

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Enter for a Chance to Win a Trip to Macau

One hour from Hong Kong, this former Portuguese colony is now a top travel destination for visitors to China from around the world.

Through June 2nd, you can enter for a chance to win a trip for two, including round-trip air travel, accommodations for four nights, and more.

Enter for a chance to win

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Sip & Shop Event Series

Get beautiful inside and out! Westfield Old Orchard will play host to the Sip & Shop series.

Join us for three exclusive summer evenings of:

  • Wine & spirits
  • Food
  • Special offers and promotions from participating retailers
  • Entertainment


Space is limited to the first 500 guests for each evening. RSVP is required. Please RSVP for the following dates:


All Sip & Shop event attendees must be at least 21 years old and provide a valid ID upon check in at the check in tent near Macy's. Check in for each event begins at 4:30pm.

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Rolex Deepsea Challenge

On March 26, 2012, Rolex made history participating in the world’s deepest solo dive in the Mariana Trench. The exceptional timepiece that took part in the adventure was the specially built Rolex Deepsea Challenge.

To celebrate this page in history, C.D. Peacock invites you to discover the legendary Rolex Deepsea Challenge as well as the Rolex Deepsea Special which was developed for the first manned dive to the Mariana Trench in 1960.

View these legendary timepieces at our Westfield Old Orchard location Tuesday, May 21st  through Friday, June 7th – and explore our exquisite Rolex collection.

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French Market

Families will enjoy a Parisian style street French market at Westfield Old Orchard through September. The outdoor market located near Macy’s and the Koi Pond will house a variety of artisan vendors selling everything from fresh produce, breads and cheeses to other local artisanal products.  Also available will be unique gifts for the home and family.

If you are a vendor interested in participating in the French Market, please contact Leslie Cahill of Bensidoun USA at 312.575.0234 or ccbcec@sbcglobal.net. Space is limited.

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Monday Night Car Shows

This summer, Westfield Old Orchard will once again host Monday Night Car Shows in the West parking lot.

Monday Night Car Shows, Inc. is a non-for-profit organization comprised of local businessmen and citizens dedicated to the Classic Car Hobby and the Community at large. The mission is to advance the Classic Car Hobby through community awareness, camaraderie, contributions to programs that teach automotive skills to the next generation through scholarships.

As many as 400 cars will be on display in the West parking lot including Classic Cars, Muscle cars, Hot Rods, Motorcycles and even the occasional vintage Military Vehicle. This series of free events features live music, food vendors, monetary and non-monetary sponsors.

For more details on how you can participate, please contact Rick Glickman at 847-433-2400 or rick@mondaynightcarshows.com.

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Musicians and Singers Wanted

Westfield Old Orchard is looking for musicians and singers to perform at the center throughout the summer months at various events. If you are interested please fill out an application.

If you have any further questions please feel free to email oldorchard@westfield.com.

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Chicago Choo Choo Express

Train Ticket: $4.00 per person per ride

Train Hours:

  • Monday – Friday:    Noon – 8:00pm
  • Saturday:        11:00am –  9:00pm
  • Sunday:            11:00am – 6:00pm


The train depot is located near Picture People just north of Macy’s.

A Few Train Ride Rules

  • Everyone is welcome to ride
  • Children 42” and below must be accompanied by a paying adult
  • Infants 6 months and younger ride free
  • No smoking or pets allowed on board
  • Tickets bought can only be used on the same day
  • Have fun and enjoy the ride


Train will not run in inclement weather.

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New Arrivals

Introducing the new sensations of shopping, dining and entertainment at Westfield Old Orchard.

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Akira Open in New Location

Make sure to catch Akira in their new location on the North Plaza, next to LOFT and The Cheesecake Factory.

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Coldwater Creek's New Location

Enjoy an amazing new shopping experience as Coldwater Creek has reopened next door to its old location.

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Brooks Brothers in New Location

The menswear standard has moved to its new location.

Look for them next to Wilde & Greene, near Macy’s.

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Coming Soon

Exciting new retailers are on the way to Westfield Old Orchard.