I haven’t shared our wonderful trip to Chicago back in September!
We went for a short trip to meet up with my very best friend who lives in Hong Kong. She was visiting her grandmother in Chicago and I love Chicago, so I jumped at the chance to go meet her. If you’re in the Boston area and looking for a nice city getaway, Chicago is such a quick and easy flight. Southwest has great deals to Midway airport and I snagged our seats for around $40 there. That’s right, FORTY DOLLARS. I already talked about our hotel in Chicago so check that out if you’re looking for a reasonable, family friendly suite-style hotel in the middle of all the action!
We flew out on a Wednesday morning and were in Chicago by lunch time.
After an easy trip on the L from Midway airport, we checked in, and got to touring. We opted to rent a stroller in Chicago instead of bringing our own. We have an Indie Bumbleride we love for doing lots of walking but were hestitant to check or gate check our best stroller. After doing a bit of research we used Baby's Away Chicago and rented an Indie Bumbleride twin that worked perfectly for us. It was in our hotel room when we arrived and we left it with the front desk when we left.
We were fortunate to have amazing weather most of the time and were able to spend a lot of time outside. We didn’t see or do even half of what there is for families in Chicago so I can’t wait to go back again!
Some of my favorite things we did as a family were:
Maggie Daly Playground
This is the best playground I've ever been to! It's new, gorgeous, and perfect for a very wide range of ages. There are sections that are just swings, just for littles, splash pads, and lots of nooks and crannies to explore.
Lincoln Park Zoo
I wouldn't say I'm a zoo person, they usually make me sad but we did decide to visit the Lincoln Park Zoo because it's free (!). The park it is in is also beautiful with lots of space to run around and it's adjacent to the beach. The cafe at the zoo was surprisingly good and had organic options.
You have to see the Bean! The babies thought it was pretty cool!
Take in a great view
We were lucky enough to be able to visit my friend's grandmother who lives in Marina City and has one of the best views there is! I also love the view from the Lincoln Park Zoo.
Chicago has so much amazing food. I took a food tour the last time I was there (pre-kids) which was so fun and a great way to see the city. This time was a bit different as we were on the babies' schedule and didn't have a babysitter so we did a lot of take out. Some restaurants to try are Lou Malnati's for deep dish, Wildberry for breakfast (HUGE portions so be warned!), Beatrix for a delicious brunch, RPM for a date night (I went out with my best friend and it was delicious, fun, and not kid friendly), Portillo's for hot dogs (not my food but Ben enjoyed it!), and Firecakes for doughnuts.
Ben and I got to do a bit of shopping and window shopping on the Magnificent Mile while the babies actually took a stroller nap (they'd become rare!). We found Chicago to be very walkable and walked everywhere with the exception of to and from the airport.
Since we only had a few days to take in Chicago, there were plenty of things we missed that I hope to do on a future visit. I'd love to see the Children’s Museum, Shedd Aquarium, take the babies to meet Sue at the Field Museum, hang at the beach, and explore some of the different neighborhoods we missed.
Of course the best part of our visit was visiting with my best friend. I’m so glad the babies got to spend so much time with her. We Facetime but it’s so wonderful to see your closest friend loving on your babies!
Chicago, you are a beautiful city! I can’t wait to visit again.