The Perfect CHICAGO SUMMER Itinerary

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The Perfect CHICAGO SUMMER Itinerary
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Looking for an apartment?: form.jotform.com/211183859073055
Email: caira.button@compass.com
Instagram - / cairabutton
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Where to Stay:
www.sentral.com/ use promo code: CAIRA for a discount!
~~~ DAY 1 ~~~
-Check In, and then go walk up the lakefront trail OR walk up Michigan Ave and see Millennium Park
-Pre Dinner Bevvy, stop into Tiny Tap or City Winery
-Dinner: Pizzeria Portofino
-Post Dinner Bevvy, Broken Shaker
-Later that night, The Red Head Piano Bar
~~~ DAY 2 ~~~
-Wake up and free exercise in Millennium Park
-Coffee at Venteux or Blue Bottle at Tribune Tower
-Head up to Wicker Park, Thrift Shopping & The Cabana Club at The Robey
-Grab a drink at Tapster Wicker Park
-Dinner: Etta Wicker Park or Cebu
-Post Dinner drink at The Violet Hour
~~~ DAY 3 ~~~
- Check out from Sentral
- Brunch at The Exchange
- Take a beautiful Summertime bike ride on the Lake Front Trail
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Music by Public Library Commute - 100 Degrees - thmatc.co/?l=9DF2F4D4

Пікірлер: 26

  • @Jarhead2318
    @Jarhead2318 Жыл бұрын

    I will definitely have to add a nap on my itinerary.

  • @CairaButton

    @CairaButton

    Жыл бұрын

    Hahahah as a self proclaimed sleepy girl I get it

  • @alextoailoa222
    @alextoailoa22229 күн бұрын

    First time visiting for Labor Day weekend. Can’t wait! Love the itinerary. First stop is small Cheval outside o’hare! Thanks!

  • @rontaylor1649
    @rontaylor1649 Жыл бұрын

    Great ideas even for people who live in Chicago. Caira, you never have any South side locations. There are nice spots in Hyde Park, South shore cultural center, the lake front and beaches on the south side and the Museum of Science and Industry just to name a few.

  • @ChiSoul
    @ChiSoul Жыл бұрын

    I've been in Chicago for a year and still need to get more acclimated with places to go. I love your recommendations and will definitely check out quite a few of these places. Thanks for the coffee recommendations too! I'm also looking for more great coffee spots here. You can never have too many ☕😂. I live in Uptown and love getting out for a walk and stumbling upon nice places in this area, too.

  • @James.YouTube

    @James.YouTube

    Жыл бұрын

    Hey, I've been in Chicago for almost a year now too (next month). I stay in Lakeview East. If you ever need someone to hang out with I'd be willing to explore the city with you.

  • @isagoldfield7393
    @isagoldfield739311 ай бұрын

    Let me just say…girl that top looks fabulous on you💥💕Thanks for all the tips🌻✨😍

  • @nehaagrawal1379
    @nehaagrawal1379 Жыл бұрын

    recommend the Chicago River architecture cruise in the summer!

  • @Rachieraych_
    @Rachieraych_ Жыл бұрын

    Omg I have some friends visiting for the first time next month and my itinerary is very similar, good recs! I will say Chicago touristy stuff is still fun and worth while, it’s not gimmicky like other cities

  • @LiebeNachDland
    @LiebeNachDland Жыл бұрын

    I love what you know and what you're still simultaneously learning about the city yourself. I am still in Michigan but have a second interview this week via computer with a company in Lincoln Park. May need to be there within the next month or sooner and a place around there. Could be exciting!... Can't wait to hop back into my beautiful Lake Michigan.

  • @Universal_exports87
    @Universal_exports874 ай бұрын

    To confirm: this is an excellent video from a 37 year old native. Enjoy the Old Girl that is Chicago!

  • @carleybutler1707
    @carleybutler1707 Жыл бұрын

    I definitely recommend checking out the weekend arts festivals and markets! there's a great one in Wicker Park but also some options closer to downtown

  • @TheMrdecepticon
    @TheMrdecepticon Жыл бұрын

    I’m hoping to be back in Chicago next year for AFROTC! Miss the city 🤞🏽

  • @landonlandon2251
    @landonlandon2251 Жыл бұрын

    You will see the most beautiful people on the lakefront paths. Legit d1 athletes near Loyola.

  • @lauraramirez2845
    @lauraramirez2845 Жыл бұрын

    I’m going in September and I’m in charge of the itinerary 😭🥹🫶🏽 I tell my bestie all the time your my future Chicago realtor LOL - also coming from Arizona! Tysm. Love all your content 🤍

  • @joannep222
    @joannep222 Жыл бұрын

    Hi Caira!! Would love a video of top tips if you just moved to the city (workout spots, furniture buying, grocery shopping tips, renting car if needed, etc) ❤❤

  • @cucumberbreezee
    @cucumberbreezee Жыл бұрын

    this hairstyle suits you so well!! so cute!

  • @pastorrodz537
    @pastorrodz537 Жыл бұрын

    Sending my support, I loved Chicago downtown ❤️. Praise Jesus Christ our Lord God!

  • @Cloudy-xx4gi
    @Cloudy-xx4gi Жыл бұрын

    I reserved a table at pizza portifino for my Lollapalooza trip! Love your videos!

  • @rosealcantara2649
    @rosealcantara2649 Жыл бұрын

    Love your enthusiasm!

  • @Chinotora25
    @Chinotora25 Жыл бұрын

    Loved this Caira!! Btw you’re glowing ❤

  • @denises9426
    @denises9426 Жыл бұрын

    Loved this video! Can’t wait to share this with my son and his wife who love to visit Chicago. Thanks for another fun vlog!!🥰❤️⭐️⭐️⭐️⭐️⭐️You’re so good at this.

  • @CairaButton

    @CairaButton

    Жыл бұрын

    Aw thank you so much!

  • @aeimiller2740
    @aeimiller2740 Жыл бұрын

    Love these recs, definitely wanna check out Cebu!

  • @rainypassion101
    @rainypassion10111 ай бұрын

    Your videos are making me want to move to Chicago so badly but I'd have to commute to Valparaiso, IN :( :( :(

  • @doubleoseven273
    @doubleoseven273 Жыл бұрын

    Feel sorry for anyone that actually lives in chi major dump

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