The squinting Ariana Grande pic is my all time favorite meme in the history of memes mainly cause i too look at everything in a "squinty" matter lol not just cause I'm suspicious of everything but mainly cause my glasses prescription ran out & I can't see anymore 😂😂😂
I hate that I missed running into you. I can't believe you made it here to Chicago but looks like you are enjoying it. You are enjoying it more than I ever have. I'm so proud of you and how you are living your life. I've been living here all 50 years of my life. Kudos to you. Can't wait for part two. Sending love and light❤
I know Lake Michigan is technically a lake, but that thing is HUGE! We need like, a small sea type classification for stuff like that. Also, you should read about all the stuff at the bottom of it for the next time you go- really interesting!
I am not sure if anyone has told you this anytime recently, but Will you are beautiful. I was just looking at the clip of you running and im like damn, when I grow up I wanna look like Will.
Thanks for another vlog, Will! We miss you and the memes! You’ve been editing like crazy! 😂 I hope you’re doing well ❤ and having a peaceful and joyful holiday season!
So glad you enjoyed Chicago. I’m from Houston and I think it’s time for me to change environments. You made me smile watching this. Gave me more motivation to move! I’m glad you enjoyed it! 🫶🏾
I'm from Chicago one trying to rack my brain of what I did all October and managed to miss you. I would've loved a run in. Two watching like a proud mother. lol cuz one thing about us from Chicago, we love Chicago.
I’m so happy to see you in my city!! 😊 I literally just moved here 6 months ago and I LOVE IT. Hoping that you make the move over as well 😉 great video like always 🫶🏾
It's crazy because I typically HATE travel vlogs, but your's I be obsessed! I think I love the solo travel pov and you travel like a normal person. It makes the videos relatable vs annoying. Can't wait until pt 2!
I need a Sonder affiliate link- because everything I know about them I learned from you. I'm not booking until they give up a link- thanks for another great vid!
Yuhhh for the Broad City reference. I love that show 😂 if you didn't fully visit Boystown, check that out next time, if you're looking for the gay scene/wanna pordy wit da gworlz ^.^
If you like Chicago and NYC then you should come to Cleveland. Cleveland literally built NYC with the Erie Canal. Cleveland was suppose to be 3rd city with Chicago being 2nd and NYC being first. The Architecture is beautiful but the city isn’t overwhelming like NYC or Chicago. Anyways the curly cut is growing out nice.
let me take a trip so i can finally get ina sonder because will you are selling it to the girls! one of these airlines need to go on and sponsor you fr fr!
I WANNA FIGHT!!! Will, you need to stop popping up like that. I’m sitting here watching the Vampire Diaries and you wanna put out a video! Yup, I paused it just for you AND WHAT?! 🤣🫶🏾 I love you will! 💚😊
me, a detroiter, thinking our Greektown was the only one😮 i hear that everyone calls it The Bean anyway because anish kapoor is kinda a jerk, so nobody calls it by the correct name lmao
Blue line, smelly elevators, one-way escalators, bunny rats all in the same night....you have officially made it to Chicago.
Will has me in a chokehold with these vlogs. I'm so invested 😭
Yep!
Rule 1 in Chicago: NEVER TAKE CTA ELEVATOR
#Facts 😂
Obsessed with Chicago!
Yes, Sonder ads! THEY MIGHT WANNA BE GIVING YOU THE COINS! PAY YOU!
Honestly the hair stuff is nice but i'm loving the travel vlogs i wouldn't mind if this turned into a travel channel.
The squinting Ariana Grande pic is my all time favorite meme in the history of memes mainly cause i too look at everything in a "squinty" matter lol not just cause I'm suspicious of everything but mainly cause my glasses prescription ran out & I can't see anymore 😂😂😂
The bunny that’s really a rat, running through a spider web, these descriptions are giving me flashbacks of Limbo boy! 😬😱🤣😂 but loved the rest. 💕
Noooo I'm getting CPTSD from Limbo!!!
@@seauxtired IKR?!! 😱😂🤗
I hate that I missed running into you. I can't believe you made it here to Chicago but looks like you are enjoying it. You are enjoying it more than I ever have. I'm so proud of you and how you are living your life. I've been living here all 50 years of my life. Kudos to you. Can't wait for part two. Sending love and light❤
this vlog makes me want to visit Chicago!
Wait until summer but absolutely do it! I love visiting there!
Will out there living his best life and I'm here for it🤗
I know Lake Michigan is technically a lake, but that thing is HUGE! We need like, a small sea type classification for stuff like that. Also, you should read about all the stuff at the bottom of it for the next time you go- really interesting!
27:13 The way that Chicago wind be kickin’ 😮😂 I remember at 5 years old that wind almost knocking me over 😂
I am not sure if anyone has told you this anytime recently, but Will you are beautiful. I was just looking at the clip of you running and im like damn, when I grow up I wanna look like Will.
Thanks for another vlog, Will!
We miss you and the memes! You’ve been editing like crazy! 😂
I hope you’re doing well ❤ and having a peaceful and joyful holiday season!
omg i didn't know you were coming to chicago fren! enjoy the city, it's really fun if you know where to go.
Will tapping into urban planning I stannn❤
So glad you enjoyed Chicago. I’m from Houston and I think it’s time for me to change environments. You made me smile watching this. Gave me more motivation to move! I’m glad you enjoyed it! 🫶🏾
I am here for all of this! I'm watching this vlog as if I don't reside here 🤭. Show me the Chi'
16:29 wow Will ...core memory unlocked. thanks for reminding me of my childhood lol I loved this game
1:54 that matched so well 😭
I'm from Chicago one trying to rack my brain of what I did all October and managed to miss you. I would've loved a run in. Two watching like a proud mother. lol cuz one thing about us from Chicago, we love Chicago.
hope you’re doing well and taking care of yourself :)
Not the umbrella scene giving attack of the birds 😂
When you come back try The Dock. Its a restaurant on the beach that has live music. Very cute if you go at sunset.
Im a NW Indiana girl, and I love Chicago. Make multiple trips all year around Christmas is beautiful and summer is beautiful haha
will you were in chicago and ain’t tell me nothing ! lmao i love that you love my city. i love seeing it thru your lense.
Me liking the video as soon as will said he is an hr earlier to the airport 🥳🥳🥳🥳 celebrating all wins 2023 to infinity
I loved this so much!! So glad you seemed to enjoy your time in Chicago, almost had me thinking about moving back home 😂 Can't wait for pt.2 !!
not a bunny rat lol
🤣🤣🤣🤣
Cloudgate is one and the same as the bean!
I have never heard anyone call it by it's government name, so I was confused for a hot second 😂
32:40 that meme always creeps me OUUUUT 🤣 I'm jumpscared every time.
You’re really funny as hell for no reason Will 😂
😂😂😂Will it’s the way you were standing trying to show us the handle of the umbrella😂😂 love these lil vlogs❤❤
Whew Chile the fact that you had a Chicago adventure from O’hare and I was nervous for you. And I live here.
I’m so happy to see you in my city!! 😊 I literally just moved here 6 months ago and I LOVE IT. Hoping that you make the move over as well 😉 great video like always 🫶🏾
Hey Will 🙋🏽♀️❤️ Hope you loved Chicago . I love my city. ❤🙏🏾
It's crazy because I typically HATE travel vlogs, but your's I be obsessed! I think I love the solo travel pov and you travel like a normal person. It makes the videos relatable vs annoying. Can't wait until pt 2!
thank you so much for posting will, i really appreciate your hard work and efforts ❤wholeheartedly.. these vlogs rlly make my day
Oh my gosh! I thought it was just me that went up for that Lilo and Stitch sandwich game. 😂
Welcome to Chicago!!!!!!!!!!!!!!! Youll love it here❤️
The Mc'D chicken sandwhich has always been sorry but as cheap as it is u can't beat it, I love that u travel and use public transpo...
Hey Will, can you give more information on the hotel that you stayed at?
Yes fit
And I’m living for ur edits ✨🙌🏽
Omg I LOVED that games from lilo & stitch
Yes. It’s very cold here. Hopefully you’re enjoying your time. ❤
I need a Sonder affiliate link- because everything I know about them I learned from you. I'm not booking until they give up a link- thanks for another great vid!
This vlog makes me want to visit Chicago again. I haven't been there in years!
Yuhhh for the Broad City reference. I love that show 😂 if you didn't fully visit Boystown, check that out next time, if you're looking for the gay scene/wanna pordy wit da gworlz ^.^
12:45 is specific 💀
If you like Chicago and NYC then you should come to Cleveland.
Cleveland literally built NYC with the Erie Canal.
Cleveland was suppose to be 3rd city with Chicago being 2nd and NYC being first.
The Architecture is beautiful but the city isn’t overwhelming like NYC or Chicago.
Anyways the curly cut is growing out nice.
let me take a trip so i can finally get ina sonder because will you are selling it to the girls! one of these airlines need to go on and sponsor you fr fr!
"there's trees" 💀💀💀
Making sure I don’t see my ex in the background while watching this even though idk what side of chicago he moved to 😭
We also have a Greektown in Detroit.
Omg ! I just love you !! The Uber driver gotta go pee pee! 😂😂😂/ to funny .
Im loving these vlogs fr 😭😭😭
Hey Will, what headphones do you use when you workout? Also sending love from Michigan 🫶🏾
Welcome to my city!!!! Have tons of fun, don’t go in the elevators tho lol at any cta line
not Will a Joe in the making loll
You being in my city is nuts😭
Will came to my city and I didn’t even know, GIRL IM IN THE CITY HOW DID I NOT SEE U OR SUMN
Will ik the people at Arizona airport recognize you by now cause you STAY on a flight babe.😂
I always got confused on the train. Realizing I was going south instead of north lol
I WANNA FIGHT!!! Will, you need to stop popping up like that. I’m sitting here watching the Vampire Diaries and you wanna put out a video! Yup, I paused it just for you AND WHAT?! 🤣🫶🏾 I love you will! 💚😊
I love watching will take in a new state/city, it really does something to my heartstrings 🥹💯🫶🏾
fr
😂❤
The places u been staying be so unique
Thank you for reminding me of all the reasons I left Chicago and never plan on returning (unless I’m really craving Portillos ❤)
hmm strolling pass the houses so you can peep 💀🤣
for a moment when you said kids i thought you meant actual chilren
Yasssss. I love the hot pocket!
"mmm....that was absolutely disgusting😍"
Thank you for this ❤
what’s the barbers @?
Do you have a Sonder partnership because you’re converting me!
Awwww I wish I would have saw you ❤️
Not me just realizing you one of the few Black people in Arizona. lol (Along with some of my family that moved there)
Me a Chicago citizens seeing u didn’t ask us for some suggestions: -.-
My 2024 goal is to be cheap like will! 😂💕
Now Will…why you always disrespecting NY 😭😭🤣
Will for mayor!!!!
The ghetto of ordering in Chicago.
Not to much on the sky train😂 it comes every 5mins
Chicago 👀
I was so afraid to watch this vlog. I’m so glad my city didn’t do you dirty
did u eat all 3 footlongs?
me, a detroiter, thinking our Greektown was the only one😮
i hear that everyone calls it The Bean anyway because anish kapoor is kinda a jerk, so nobody calls it by the correct name lmao
WILL YOU WERE IN CHICAGO?!
Girl yes!
FIRST! Im so early 😭Hi will!!
You was in my city and didn’t come see me 😩
If I knew you in Chicago, I would help you get some foods! TF😂😂😂