Touring to massive cities alone may be exhilarating — and Chicago is not any exception. Whether or not you’re a solo traveler or in Chicago alone for enterprise, there are many issues to do and see. Right here’s a weekend itinerary that’s good for solo vacationers in search of a mixture of basic Chicago sightseeing and neighborhood allure.
Day 1: Downtown Chicago + sightseeing
In your first day of solo journey, immerse your self in Chicago’s iconic structure and the magic of the downtown Loop.
Begin the time without work with brunch at Althea for a chef-driven, totally plant-based weekend brunch. Positioned proper off Michigan Avenue on the seventh flooring of Saks fifth Avenue, it’s the right location to begin your day. The view, intimate area, and full bar make it an ideal spot for solo vacationers.
Within the temper for one thing fast? Strive Stan’s Donuts for delicious specialty donuts or Goddess and Baker for a fast breakfast sandwich and occasional.
See the sights
A enjoyable solution to tour round downtown and presumably meet others touring alone is a free strolling tour.Free Excursions by Foot provides a number of choices together with a Loop/Millenium Park Tour and a Chicago Riverwalk tour.
Need to discover by yourself? Listed here are a couple of must-sees to your checklist:
Solo journey tip: Carry headphones, a ebook, or a journal for eating alone, or discuss to individuals round you. Carry a tripod to snap pictures of your self and the sights. I additionally advocate downloading a couple of episodes of your favourite podcast to take heed to whereas sightseeing and procuring.
Chicago’s downtown Loop has an array of lunch spots, good for no matter you’re within the temper for. Avli on the Park serves up to date Greek fare proper subsequent to Millennium Park. Native Meals Cafe is nice for a fast lunch for vegan/vegetarian vacationers. For a restaurant with a view, go for waterfront Mediterranean restaurant Beatnik on the River.
Don’t overlook to cease on the world’s largest Starbucks on Michigan Avenue — sure, it’s completely price it.
Discover a Chicago museum
For artwork museum lovers, discover the Museum of Modern Artwork, Chicago’s progressive and up to date artwork assortment situated close to Water Tower Place. For one thing free, try Harold Washington Library or Chicago Cultural Heart.
Store ‘til you drop on The Magazine Mile
The Magnificent Mile, a 13-block stretch on Michigan Avenue, is Chicago’s premier procuring district. A couple of procuring highlights embrace Macy’s, Water Tower Place, 900 N. Michigan Outlets, The Outlets at North Bridge, and Bloomingdales.
Wine and dine your self at Lil’ Ba-Ba-Reeba, a basic Spanish restaurant serving tapas, paella, pintxos, and sangria. The small parts make it the right alternative for a solo diner to attempt a number of objects.
One other great choice for a solo date is Venteux Brasserie, Cafe & Oyster Bar, an elegant French bistro, situated contained in the Pendry Resort. Seize a seat on the bar and luxuriate in escargot, steak frites, and extra basic dishes.
Meet new buddies
Whereas solo touring, I like to recommend staying at a hostel. Hostels are a social hub, an incredible place to satisfy fellow vacationers and make buddies with like-minded individuals. They usually host occasions and actions to encourage connections. One nice choice is the Freehand Chicago, which provides each shared and personal rooms. Mingle at their cocktail bar, the Damaged Shaker, and take a look at the DJ units and dance events on their occasions calendar.
Day 2: A style of Chicago’s neighborhoods
Take the ‘L’, Chicago’s metro system, Pink Line as much as Andersonville, a Chicago neighborhood identified for its LGBTQ+ neighborhood, unbiased espresso retailers, regionally owned boutiques, numerous eating places, and Swedish historical past. Andersonville is certainly one of my favourite neighborhoods for exploring alone — you may take your time, go into each store if you wish to, and actually simply benefit from the welcoming ambiance.
Obtain the Ventra app to simply navigate the ‘L.’ Add cash or a go in your card utilizing your telephone. Or, buy a card at any metro cease. I like to recommend buying the day or weekend go for limitless use.
Another choice: hire a Divvy bike, Chicago’s bicycle sharing system, and trip up the Lakefront Path from downtown to Andersonville. Obtain the app for fast and simple Divvy bike rental. Cease alongside the best way for epic skyline pictures.
Positioned off the Bryn Mawr Pink Line cease, seize brunch at M. Henry, an intimate breakfast cafe that’s all the time packed. They’ve nice choices for vegans and vegetarians and there are sometimes different solo diners.
Andersonville thrift and classic retailers
Save your memento purchasing for day two, so you will discover distinctive Chicago shirts or mugs at Andersonville’s classic and thrift shops. Try Buffalo Change, Village Low cost Outlet, and The Brown Elephant. All proceeds from The Brown Elephant profit LGBTQ+ well being and assist fund Chicago’s LGBTQ+ well being heart, Howard Brown Well being.
Craving one thing candy? Deal with your self! Cease at Misplaced Larson, a French bakery, for a croissant that can soften in your mouth. Or, cease on the gluten-free native bakery, Defloured for a do-it-yourself oatmeal creme pie or mouth-watering vegan brownie.
Don’t overlook to cease in Kopi’s Vacationers Cafe, a regionally owned espresso store for journey lovers. You’ll discover not solely nice espresso, but additionally an array of journey books and jewellery from around the globe. It’s an incredible spot to satisfy different adventure-loving solo vacationers.
Lunch + procuring at Asia on Argyle
Get again on the Pink Line and take it over to the Argyle cease within the Uptown neighborhood. This space is usually referred to as “Asia on Argyle”, a road stuffed with Asian markets, tea retailers, reward retailers, scrumptious eating places, and extra. I all the time really feel like I’m solo touring in Vietnam whereas strolling down Argyle.
When you’re there, discover the Tai Nam Meals Market. Seize a spicy mango latte at First Sip Cafe or sprime for boba tea at Tao Tea. Choose up banh mi sandwiches at Ba Le or take pleasure in conventional Cantonese dishes at Honeymoon Cafe. Take your time and discover each Asian market and reward store within the neighborhood.
Seize dinner at Uptown Pho for scrumptious Vietnamese pho or Cafe Hoang for Thai and Vietnamese fare. Carry a ebook and dine by the window so you may watch Argyle fill with life within the night.
After dinner, head over to the Inexperienced Mill for late-night jazz music. The Inexperienced Mill is a legendary leisure venue well-known for its jazz performances and storied previous — it was a favourite of infamous gangster Al Capone. Sit on the bar and benefit from the candy, sultry melodies of Chicago jazz.
One final cocktail
For a nightcap, seize a martini with a brand new good friend from the hostel at Uptown staple Fats Cat, with an intensive craft cocktail menu, an outside patio, and loads of bar video games. Cheers to your enjoyable solo weekend in Chicago and are available again to go to quickly!