Chicago is one of my favourite cities in the world and for good reason. Chicago is constantly evolving and every time I visit I fall in love with the city more than I did during my last visit. There’s so much to do, explore , eat, see and did I mention eat? So here are my favourite things about Chicago and all the places you need to see, things to eat and what to do.
Fly Porter
We flew from Toronto to Chicago at the end of November and the flight was great as always. We have flown Porter many times before and this time was no different. Check in was a breeze , the staff was friendly and kind and the entire experience was really enjoyable. I love flying and I love flying with an airline who really cares about its passengers. Complimentary snacks, beverages and ample legroom, are the things that make me the happiest. They offer a wide range of amenities. Porter is committed to effortless travel, great onboard services and offers travel focused on comfort and style. Book your next flight here!


Where to eat- Deep Dish Pizza
Hands down the best deep dish pizza in Chicago has to be Lou Malnati’s. Founded in 1971 there are over 50 locations across Chicago and for good reason. We couldn’t get enough. The classic deep dish was mouth watering. The crust is not too thick and is crispy even with the heavy toppings. The calamari was just right and the staff were friendly and kind. We let the server know it was our first time eating there and she was quick to help us make a choice, answer all our questions and give us her recommendations. It did not disappoint!



Where to eat-The best breakfast
If you like mouth watering pancakes and the most delicious waffles you’ve ever had then Wildberry Pancakes and Café is the place for you and before you ask, yes it’s worth the wait! With two locations in Chicago it is definitely something you don’t want to miss. The endless menu has an incredible selection of the most scrumptious breakfast, lunch and brunch items and the service is so welcoming ! The portions were huge, the prices were great and honestly we wish we had more time during our trip so we could have gone more than once. The photos don’t even do the food justice, it was so good.




Where to get the best view
The best views-The Skydeck Chicago at Willis Tower. If you’re looking for 360 degree views of the city from the top of the world that are unbeatable then the Skydeck is where you need to go. Formerly known as Sears Tower , this 108 story skyscraper even has a glass ledge. At 1,353 feet in the air the ledge is a glass boxes that extends out 4.3 feet from the Skydeck, so stepping into the box makes you feel like you are floating above the city. We also had the pleasure of checking out the brand new interactive Chicago experience. A huge indoor experience sharing all of Chicago’s best and most well known history included with your ticket to the Skydeck.



Where to stay
Steps from the Chicago River and Magnificent Mile the Swissotel was the perfect hotel for us and one I would highly it recommend if you want to be near all the action and right where the river meets the lake. The Swissotel is the perfect combination of European style and contemporary Swiss elegance and breathtaking views. It has a glass triangle shape designed to look like the sail of a ship and it stands out for its beautiful style and central location. The perfect place to stay wether you’re looking to be right in the middle of all the action or if you’re looking for a rest and relaxation.


Chicago Architecture Boat Tour
If you didn’t go on a boat tour did you even visit Chicago? We were lucky enough to grab a seat on one of the Wendella 90 minute Chicago River Architecture boat tours, and it did not disappoint. We got unbeatable views of Chicago and it’s 130 year old architectural history. They also had a full service bar located right on board so you can fully enjoy your on board experience! The tour guide was knowledgeable, friendly and funny which made for the perfect tour and the boat itself was stunning. The tour goes right through the heart of the city on all three branches of the Chicago river. A must-see on any visit to Chicago. Tickets can be purchased ahead of time here.


Luckily for us, this trip was right before Christmas so we got to take in all the stunning Chicago Christmas sights and they did not disappoint. We visited the Bean, took a stroll through millennium park , grabbed a coffee and watched the buskers. We spent a full day at the park, we just sat near the Christmas tree and watched everyone skate on the stunning rink. All in all it was the perfect trip and we can’t wait for our next one !



