FAQs

Question

Where should I stay in Chicago?

Answer

Please see the "Travel" page for a list of recommended neighborhoods for hotels or AirBNB accommodations. If you have more questions on the areas, Nick or Kendra would love to discuss with you further - just give them a shout!

Question

What should I do while I have free time?

Answer

Chicago is home to some awesome museums (like the Art Institute, Shedd Aquarium and the Science and Industry museum). You can also take a nice walk along Lake Michigan, where miles of paved paths and sandy beaches make up the Lake Shore trail. If shopping is what you'd prefer, hit the Magnificent Mile shops or the boutiques in Lincoln Park. Chicago is also known for dying its river green -- but that river also lends an incredible view of the city and its history by offering Chicago Architecture boat tours (highly recommend!). If you like heights, check out the John Hancock building or the Willis Tower (formerly Sears Tower) for some great views. If you like a bit of sports history - check out Wrigleyville where the Cubs play (but the are on the road!) or Soldier Field (home of da Bears). You might fancy some live music and dancing - jazz clubs like the Green Mill and Kingston Mines host nightly shows. You can also catch a laugh at comedy clubs "Second City" or "iO."

Question

Where should I eat in Chicago?

Answer

A few of our favorites: Pequods, Portillos, The Oven Grinder, Cafe Bar-ba-reeba!, Big Star Tacos, Parson's Chicken and Fish, Greek Islands, Au Cheval, Lagunitas Brewery, Revolution Brewery, J.P. Graziano's, Chicago Cut, RPM Italian, 90 Miles, WHISK (for brunch) and Twisted Spoke (for brunch or lunch), Cleo's, Bongo Room, Happy Camper... just to name a few! Nick and Kendra have many more recommendations or suggestions -- reach out if you have any questions about the many food options in Chicago!