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Our Whirlwind Trip to the Windy City

Alternative title to this post: How to Spend 1 ½ days in Chicago

I suppose I should begin with our main reason for going to the Windy City in September 2017: Hamilton. Yes, my friends, the best future husband ever gifted me with the golden ticket last Christmas. While I found it hard to wait nearly a year for the show, it must’ve been much harder on Keith who had to endure me constantly counting down or saying, “I don’t care about (insert whatever we were discussing here). I only care about making it to Hamilton, after which, I can die happy”. Keep in mind, we’re getting married in 2018.

A lot of my focus had been on the musical and rightly so but we were also going to one of the more popular destinations in North America. As amazing as Hamilton was (my review will be up in a separate post), I was blown away by Chicago. Pun very much intended.


I must give a shout-out to our amazing hosts, my uncle, Eric, his wife, Noel, and their effervescent daughter, Sophia. I highly recommend having relatives in Chicago, it makes travelling there so much more convenient and fun. We stayed over at their lovely home on North Lake Shore Drive, just a 10 minute walk to Wrigley and a 10 minute bus ride from Magnificent Mile. It was such a nice neighbourhood, we had a hard time leaving it to explore the rest of the city, or just in general, when it was time to go home.

For those of you who do not have relatives in Chicago, check out Airbnb. The hotel prices for the dates we were there were way too expensive.

​Getting Around

Now Torontonians or Chicagoans might gripe about their respective public transit systems, but let me tell you, after having had to endure the horrific traffic and abysmal state of public transportation in Manila, Philippines, twice this year, you guys have no idea how good you’ve got it. Sure there are delays, but the mere fact that you can get to your destination via bus or subway in less than an hour is a blessing, trust me.

We flew in to Midway Airport from Billy Bishop using Porter Airlines. As soon as we landed, we took full advantage of Chicago’s “L” trains and buses by purchasing a day pass using the machines at Midland station. With that, you can go pretty much anywhere you need to. I loved when the trains passed next to the buildings downtown. I’ve never seen anything like it.


Since we were only in Chicago for such a short time, we had to maximize our sightseeing. After clearing customs, we took the Orange line straight to the Loop so we can go on an Architecture Boat Tour of the city. I highly recommend Chicago’s First Lady because it’s the only cruise partnered with the Chicago Architecture Foundation. Our docent was so funny and knowledgeable, it was the perfect introduction to this beautiful city and its rich history. I’ve heard great things about the other cruises as well, but we really loved the tour that focuses on the architecture, the why, where and how things were built. We also were able to walk the Riverfront, which I would advice people to do either before or after your tour.

We did the Magnificent Mile a couple of times by bus since the route going to my uncle’s took us through there. It’s worth seeing and you’d really enjoy it if you loved to shop, but we were saving all our money for Hamilton swag.

The second day, we woke up and walked to Wrigley Field. Despite being a Cardinals fan, even Keith had to agree how awesome it was that the park is very much just part of the neighbourhood. Plus the Starbucks across it had to be the coolest one we’ve ever been to.

The afternoon was devoted to Millenium Park and the Art Institute. We definitely did not have time to explore the park enough but I think we covered all the major works in the museum. Highlights include Seurat’s A Sunday Afternoon on the Island of the Grande Jatte, Chagall’s American Windows, and the Chicago Stock Exchange Trading Room. Do not miss the Thorne Miniature Rooms.

Then it was time for the main event: Hamilton at the Privatebank Theatre. Well worth the trip!

Obviously there are a lot more sights to see but those are what I would recommend for a short trip.

Food Recommendations

The best restaurant in Chicago was definitely my uncle’s kitchen. Him and his wife made us amazing food during our stay. But again, if you don’t have relatives that can serve you delicious free food, then here are some places you can try: For deep dish pizza, we had Lou Malnati’s which my aunt says locals prefer. Although our friend, Julissa, who is a local says she likes Giordano’s. Julissa also took us to Latinicity, an awesome food hall serving everything from $2 tacos on Tuesday to Peruvian Lomo Saltado. Worth a visit. If you’re ever near Wrigley, there’s a Mexican restaurant that we ate at after seeing Hamilton with incredible tacos al pastor, El Burrito Mexicano.


Three words: Chicago Mix Popcorn

Final Thoughts

We loved our time in Chicago so much, even though it was barely two days, that we started looking at properties there. It was very much the US counterpart to Toronto in my opinion. I had never thought about moving to the States until Chicago. I can’t wait to visit again!

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Travel Thursdays: St. Louis, Missouri

Greetings from the Gateway to the West! That’s St. Louis, Missouri by the way for those of you unfamiliar with the title. On Tuesday, we left Toronto to make our way to “The Show Me State” for a wedding. This is not the first time I’ve visited my boyfriend’s hometown however so I know a thing or two about St. Louis.

First things first, let’s get the negatives out of the way. While it’s true that St. Louis has been on the list of the most dangerous cities for the past few years, it’s really not the city’s fault. I’m not the best person to explain the situation so here’s a video from the people of St. Louis about their city and why you should visit despite the negative perception surrounding its crime rate:

So now that we’ve established St. Louis as no different from any other US city, let me tell you about all the great things you can do there.

Catch a Cardinals Game
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St. Louis is first and foremost a baseball town. When it comes to sports, the whole city and county and even other surrounding areas are part of “Cardinal Nation”. They love and support the St. Louis Cardinals fiercely and come out to every game. As a Toronto resident and Blue Jays fan, I’m used to the Rogers Centre being half-full and people leaving before the end of the game. So I wasn’t prepared for my first Cardinals game. It was an afternoon game and Busch Stadium was packed. And this was near the end of the season when the Cards had almost no chance of going to the playoffs (of course, that was the year they actually made it and won the World Series). That kind of dedication is amazing to behold and fun to be a part of. You can also get St. Louis Blues tickets for cheaper than you can in Canada or watch the St. Louis Rams who just drafted the first openly gay player in the NFL.

Admire the Architecture
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Simply put, St. Louis is one of the most beautiful cities when it comes to architecture. They have it all, French Colonial, German, early American, Greek Revival, Gothic Revival, modern…just by simply driving through the city and its surrounding areas, you’ll be able to see gorgeous houses and buildings. Be sure to visit the Cathedral Basilica of St. Louis and go up the Gateway Arch.

Stroll through the Missouri Botanical Garden
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This place is amazing. It’s the nation’s oldest botanical garden and everything is so pretty. Easily one of the highlights of any trip to St. Louis, you can spend an entire day here just admiring all the different types of gardens and conservatories. My favorite has to be the Japanese Garden. Plus admission is really cheap, it’s $8 for 13yrs+ and free for children.

Visit St. Louis’ Major Attractions for FREE
Yes, you did read that right. The world-class St. Louis Zoo, the Art Museum, the Missouri History Museum, the Science Center, the Laumeler Sculpture Park & Museum and more are all free to the public. As someone who lives in a city where you have to pay for everything and where everything’s pretty costly, this is absolutely astounding to me. You seriously just walk right in. No one stops you. No ticket required. Plus the quality of these places is pretty high considering the zero price of admission.

Seriously if you’re looking for a fun and affordable vacation, you’d be hard-pressed to find a better place to visit than St. Louis. Maybe I’m biased but decide for yourself. I’ll be posting about the food in St. Louis next week. Happy Thursday! Now go see X-Men Days of Future Past.

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