Travel

A Weekend in Chicago

A Weekend in Chicago || A Girl From TX

Looking for a Chicago Guide before you venture out to the Windy City for a weekend? Then you’re at the right place! Get the inside scoop on the best things to do, see, and eat in Chicago while you’re there. A true Texans guide to Chicago!

 Flights:

I’m a huge fan of cheap flights and spending more money while actually in a city than getting to the city! I ended up snagging a $100 roundtrip flight out of Dallas on Spirit airlines. I know, I know, Spirit is not the most beloved airline out there. But considering it was a short flight and all I needed was a backpack, I was so on board. I actually had a great experience and would definitely fly Spirit again!
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Chicago Guide || A Girl From TX

Where To Stay:

Hampton Inn Downtown – We loved our hotel! A great location smack in the middle of everything, so we were able to walk pretty much everywhere. We picked it because the wedding we were going to was next door, but we were so glad we did. They even had a complimentary breakfast from 6am-10am every day, and it was pretty yummy!
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Thompson Chicago – Our friends stayed up here and had an amazing experience! It was a little pricy and a little far north for our taste, but the room they were in and the views were unbeatable. If you’re a luxury-lover and don’t mind ubering around, then we highly recommend the Thompson.
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Wyndham Chicago – Throwing this on this list because it was where the wedding was held! The hotel itself is gorgeous, the location is prime, and their penthouse views blew us away. If you want an unforgettable hotel, this is the place to stay.

Friday:

Chicago Guide || A Girl From TX
@loumalnatis

Lunch: Lou Malnati 

We heard that you had to go to either Giordano’s or Lou Malnati for some famous Chicago deep dish, so we did! If you’re looking to try deep dish pizza, you have to hit one of these two!
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Chicago Guide || A Girl From TX
Architecture Tour w/ Sea Dogs

Walk from River North to Navy Pier

Decided to stroll over from the Thompson Chicago and Lou Malnati’s to Navy Pier! It was a gorgeous walk along Lake Michigan and a great way to walk off a big meal.

Architecture Tour

We heard from EVERYONE that the Architecture Tour was a must-do in Chicago, so we did! We decided to go with Sea Dogs and had a great time! Got to see some incredible Chicago architecture and hear the stories behind the buildings. It was well worth the 1.5 hours and $40 and we recommend it to anyone that visits Chicago.
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We recommend Sea Dogs Architecture Tour – we specifically loved our guide Maui and recommend him!
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Chicago Guide || A Girl From TX

Millennium Park & The Bean

I totally see why the bean is so famous now. We spent a solid hour taking photos with it and walking around Millennium Park. Worth a stop, even if it’s packed with tourists!
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Chicago Guide || A Girl From TX
@sienatavern

Dinner : Siena Tavern 

Top Chef lovers, this one is for you. The famous Fabio opened this restaurant and we can vouch that the food blew us away. All seven of us claimed it was the best pasta of our lives, and well worth the $50 we each spent for two bottles, appetizers, and our individual meals. Reservations do need to be made in advance, but I can’t praise this restaurant enough!
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Chicago Guide || A Girl From TX

Drinks : Untitled Supper Club 

Just next door to Siena Tavern is a speakeasy called Untitled. It has such a 20s vibe complete with a wall covered in whiskey bottles and a rolling wooden ladder to reach them. If you’re looking for someone more low-key, we loved this place!
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Bonus: We were too tired to stop by but the most recommended bar we heard about was Three Dots and a Dash, but everyone was telling us to head over there!

Saturday:

Chicago Guide || A Girl From TX

Field Museum 

Much more my speed, so Viktor and I headed here instead. We spent about two hours in the evolution exhibit and had a great time! If you’ve got smaller children, this would be a great place for them to spend an afternoon. Also, home to the largest T-Rex!

Art Institute of Chicago

Disclaimer: Viktor and I are not art museum people, so we were the only people in the group that did not go. However, our friends loved the museum and agreed it was up there with the Met! Tons of famous pieces you’re sure to recognize. Art lovers, go!
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Chicago Guide || A Girl From TX

The Wedding

 
I won’t go on too much about this one, but if you happen to be planning a wedding soon and are thinking Chicago, check this venue out. The penthouse view was breathtaking.

Sunday:

Chicago Guide || A Girl From TX

Willis Tower Skydeck

We headed there first thing in the morning because we heard lines were shorter when it opened! It was only about 45 minutes of waiting but the skydeck was pretty neat! Gorgeous views of the city and we loved getting to do the glass box. However, we did not know that there are separate lines up top for the boxes. Expect another 10 minutes waiting and you do not get much time to take cool photos since they are shuffling you through so fast. We aren’t totally sure this was worth it, but still an experience!
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Chicago Guide || A Girl From TX

Lunch : Bridge House Tavern

Absolutely can’t recommend this place enough! A must-try brunch/lunch spot right on the river with gorgeous views and delicious food. I tried their grilled cheese and fell madly in love. Wait times can be brutal on weekends, so we recommend calling ahead. One of my favorite restaurants for sure.
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Chicago Guide || A Girl From TX

Walk Around Magnificent Mile

Just a shorter walk through the Mile after lunch to digest and also, SHOP. Reminded me a lot of 5th Avenue in NYC. Great place to spend an afternoon if you have free time before catching a flight!
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Chicago Guide || A Girl From TX

Weekend Recap:

Friday:
Lunch at Lou Malnati
Walk around River North
Navy Pier
Architecture Tour – Sea Dogs with Maui
Millennium Park & The Bean
Dinner at Siena Tavern
Drinks at Untitled Supper Club and Three Dots
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Saturday:
Art Institute of Chicago
Field Museum
Lunch at Billy Goat Tavern
Wedding
Drinks at River North
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Sunday:
Willis Tower Skydeck
Lunch at Bridge House Tavern
Walk Around Magnificent Mile
Head to Airport

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Chicago Guide || A Girl From TX