chicago restaurants business

3 Ways to Make a Great First Impression During a Client Meeting

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This blog was originally published in 2015; we have since updated it to reflect the most current and accurate information possible. 

If you’re headed to Chicago for a client meeting in the near future, you might be wondering how to make a great impression.

Luckily, there are tons of options for entertaining and treating your clients, especially when it comes to spots in the city for food and cocktails.

Check out OML Worldwide’s top tips for making a slam-dunk first impression on your client in Chicago.

Find a Great Dinner Spot

Maybe your client has flown in from across the country, and will inevitably be starving when their plane lands.

Don’t let them down! These restaurants are to die for, with entrees and items to suit all palates:

+ Davanti Enoteca

What makes this spot great for business dinners? For starters, the atmosphere—subtle elegance with great view of Taylor Street. The menu is accessible, yet specialized; your client is sure to find something he or she enjoys. There is also a great wine and cocktail menu to keep everyone happy.

+ Rosebud Prime

It’ll take reservations to get you a dinner spot at this very popular Dearborn Street eatery. The trouble, however, is worth it, especially if your client enjoys a to-die-for steak. The atmosphere feels exclusive and elegant, and it’s the perfect spot to impress a client who hasn’t visited Chicago before.

+ Acadia Temporary American Cuisine

With minimal distraction to interrupt your business affairs, Acadia is a streamlined yet elegant eatery, with James Beard affiliation and plenty of great options for both you and your client.

+ Lawry’s The Prime Rib

Conceived in Los Angeles, Lawry’s The Prime Rib has made a name for itself in Chicago. Featuring “The World’s Best Prime Rib Steak,” Lawry’s is decidedly upscale. Expansive gold-tinged decor and elegant rich woods comprise the decor. The menu is diverse, with steaks, seafood, and outstanding desserts, plus cocktails if you wish.

Find a Great Cocktail Spot

Cocktails are another great centerpiece for your client outing, and Chicago has plenty of notable options.

Check out OML’s favorites:

+ The Barrelhouse Flat

One of the best-rated cocktail spots in the city, The Barrelhouse Flat features a number of eye-poppingly affordable Happy Hour cocktails, including a $6 Tom Collins or Old-Fashioned, from Sunday to Thursday at 6-8 pm. In addition to the cocktails, you can enjoy a decent menu and great old Chicago atmosphere.

+ The Sable Kitchen and Bar

This perfectly-located Chicago spot, adjacent to the gorgeous Hotel Palomar, offers cocktails comprised of fresh juices and ingredients and a food menu featuring classics and innovative spins on bar food.

Book Car Service

When your client arrives at the airport, the last thing they want to do is try to hail a cab.

Make things easier on them by sending a reputable luxury car service to retrieve them from the airport when they land.

OML Worldwide of Chicago has been handling corporate and global airport transportation for over 50 years, and we know a thing or two about making an impression.

We work diligently to provide each client with the utmost in customer service, discretion, and sensitivity to their needs—when you have an important client heading into town, chauffeured car service is the absolute pinnacle of impressive additions to your evening. Your client will be relieved of the trouble of driving or acquiring a cab, and you can enjoy commutes to dinner or the business meetings in the comfort of a luxury vehicle.

When impressing a client is the name of the game, OML Worldwide is the top-tier choice for exceptional car service and beautiful luxury vehicles.

Call us today to establish your reservation.

Chicago for OML


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Dale Schahczinski
Goal driven team leader, with industry experience spanning all aspects of operations and administration.