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What We Love Fridays - Chicago with Kids!

June 28, 2019 by Alexandra Spellman in All, Boys, Girls, Lifestyle, Shoes

Our best buddies moved to Chicago last fall and we’ve been waiting to get ourselves there ever since they told us the news! We planned a short 4-day trip quickly over these past few weeks so we could take in the sites of the beautiful windy city, get as much QT with our buddies and have an adventure…all with our girls!

We had a blast (despite the cold, rainy weather on the first day)! Chicago is such an easy, fun city to get around. Especially with the kiddos. We did not have much time for all the sites, but here’s the skinny on what we did, what we hope to do next time and why we think Chicago is pretty awesome…

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Before traveling there I did a ton of research. I knew most of our trip would be spent with our close buds, but since we were staying in the River North area of the city I jotted down what seemed like spots we’d like to explore. I hit up a favorite travel + photography blogger I’ve been following - (Lily) This Darling World for some good eats and fun spots. Lily’s blog totally hooked us up. We didn’t have the chance to eat at most of her highlighted spots, but we are sharing them below and will def save them for our next visit! (Side note, if you love to travel, Lily’s blog should be bookmarked on your phone|computer. Talk about wanderlust!).

TIP - I am old-school when it comes to traveling. Since Chicago is so neighborhood heavy I printed a color-coated neighborhood map like this one. It was super helpful and I folded it up in my bag in case I needed it while we were out-and-about. I know that everything I needed was accessible on my phone, but most of the time something visual makes more sense - especially when exploring a new place!

What We Did:

Millenium Park

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Crown Fountain (be sure to pack a change of clothing and shoes for your kiddos if you are stop here and they cannot resist jumping into the water and running through the fountains. It is hard to resist (even for me!). Natives are a great shoe option for this activity and they are great for the playgrounds at Maggie Daley Park as well! This is our favorite pair this year.

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Cloud Gate aka The Bean (you can see in the first 5 photos that Greer is taking Lucy and my pic and then she kept snapping…snap happy…snap happy…then i grab my camera back, but you can see the whole thing take place b/c of the reflection in the bean haha…

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Maggie Daley Park - this park is exceptional! Like nothing my girls have ever seen. FYI parents - be prepared to not do anything but watch your kiddos on all of the park options. It gets crazy because there are kids and adults everywhere so it can be tough to keep an eye on your own crew. Make a plan before with your kids before they start exploring.

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Magnificent Mile

WRIGLEY! (Cubs were playing our beloved METS!)

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What We Will Hit Up Next Time:

Shedd Aquarium

The Field Museum

Museum of Science + Industry

The Navy Pier

River Boat Architecture Tour

Art Institute of Chicago (really want to see Picasso’s The Old Guitarist)

Big Monster Toys (have to get a pic of the girls by their over-sized door!)

Great Eats:

The Allis

Sweet Maple Cafe (good for brunch)

Bryn Mawr Breakfast Club (good for brunch)

Smoque BBQ (on the cheaper side)

Spacca Napoli

Chicago Q (apparently the Carrot Cake is amazing!)

Del Toro (Mexican, sangria is great. Good spot to just grab drinks too)

Small Cheval (burgers)

Bonci (Roman style pizza directly from Rome. As seen on Anthony Bourdain’s show)

Parson’s (fried chicken with a good sunny patio)

La Sirena Clandestina (Brazilian Cuisine)

Bernie’s Lunch + Supper

The Hampton Social (“Rose All Day” photo opp)

Hopewell Brewing Co.

Left Coast Food + Juice (good for “on the go” goodies)

Goose Island

Kuma’s Corner (all of the menu items are named after metal bands 😉

Gino’s East (for Deep Dish Pizza - and the kids can write on the walls!)

Treat Eats:

Jeni’s Ice Cream (lots of neighborhood options)

Stan’s Donuts

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Molly’s Cupcakes (swing bar seats - another great photo opp!)

The Crepe Shop

Dylan’s Candy Bar (duh.)
Tip - we actually took all 5 kids to Dylan’s at around 11am, then walked them to Millenium and Maggie Daley Parks so they could run off the sugar 👍. #MomStrategy )

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Please feel free to leave comments below if you have any fun stops, experiences or eats to share on Chicago. We plan to head back in the near future, so any suggestions are welcome!!

Happy Planning + Happy Travels!


For more tips on packing for kids check out our recent post:

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Packing For | With Kids

How Bitsy Packed for Chicago

June 28, 2019 /Alexandra Spellman
The Crepe Shop, Molly's Cupcakes Chicago, Jeni's Ice Cream, Stan's Donuts, Kuma's Corner, Goose Island, Left Coast Food + Juice, Hopewell Brewing Co., The Hampton Social, Bernie's Lunch + Supper, La Sirena Clandestina, Parson's, Bonci, Small Cheval, Del Toro, Chicago !, Spacca Napoli, Smoque BBQ, Bryn Mawr Breakfast Club, Sweet Maple Cafe, The Allis, This Darling World, Big Monster Toys, Art Institute of Chicago, River Boat Architecture Tour, The Navy Pier, Museum of Science + Industry, The Field Museum, Shedd Aquarium, Millenium Park, Crown Fountain, Cloud Gate, The Bean, Maggie Daley Park
All, Boys, Girls, Lifestyle, Shoes
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