Jordan Schack

Travel Advisor

Expertise

Austin,
Mexico,
Food & Wine,
Boutique Travel

Based in

Chicago, IL

Travel Advisor

Profile details

About

Midwest mutt. Travel geek. Hotel and design enthusiast. Currently daydreaming about the tuna tostadas from Contramar in Mexico City.

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Travel style

When I travel, I try to match the speed of the place I'm visiting. Jam-packed days in Mexico City ended with long nights sipping mezcal with friends? Check. Casual strolls through Amsterdam's canals before posting up for an afternoon picnic in Vondelpark? Check.

I'm a boutique hotel guru, coffee and cocktail enthusiast, and I try to remember that if you can't do it all is time, you can always come back for more.

Jordan 's travel guides & trip reports

A view of the Chicago train and railroad with a tall skyscraper in the background.

Guide

A Rain or Shine Guide to the Windy City: Chicago, Illinois

Visit Chicago this July and you'll get why some people say that a summer in Chicago is the best season in the world (it is). The city that I call home goes toe to toe with the best in the world,...

A Complete Guide to Mexico's Culinary Capital: Oaxaca

You know that place that you've been to that you just can't get out of your head? Maybe it's an unforgettable meal you ate, memory you created, adventure you had. Maybe it's all three. For me, that...

Favorite hotels

Lupaia

Ideally located between the towns of Montepulciano and Pienza, Lupaia is one of Tuscany's most magical countryside estates.

Fora Perks

★
Food / beverage or spa credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

The Ramble Hotel

A chic boutique stay in Denver's RiNo neighborhood with a theatre, Pan-Latin restaurant and lively bar.

Austin Proper Hotel

Close to Ladybird Lake, this style standout has spectacular views across the city and a locals vibe in its four bars and restaurants, including the hotspot rooftop pool.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Hotel Wailea, Maui

Offers an adults-only retreat, set within 15 acres of lush landscapes, delivering serene exclusivity, luxurious suites, and unparalleled island elegance.

Jordan 's travel photos

Jordan 's reviews

Absolutely outstanding. I didn’t realize the benefits of having a travel agent until Jordan began the process with us. He outlined several recommendations for us throughout the journey through Portugal and found us the best options within our budget. As it turns out, each of them exceeded expectations and offered something extra to be enjoyed. Jordan was also able to negotiate additional perks at each of the hotels that made them even more enjoyable. We’ve been so happy with our recent journey that we’ve already booked our next trip with Jordan.

Marty S.
Booked travel to Portugal
May 2024

Jordan was absolutely fantastic. He picked the prefect hotels for our preferences, and he also hooked us up with some nice perks (and wine bottles!) at each hotel - really made the trip feel like our honeymoon, which we'll forever appreciate.

Sam B.
Booked travel to Australia
May 2024

Get in touch with Jordan

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Jordan within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).