@kaiamadd: Free Will & Flight Benefits: Episode 1 👩🏽‍✈️💘🛩️👯‍♀️ Welcome to my new series of 2 female pilots that want to eat and shop our way around the world on our days off - so naturally stop one was Chicago for a day trip to start off nice and easy. Easy, inexpensive transportation, and everything is walkable! Today was a “treat yo self day” (parks and rec fans will understand) so let me know if yall want a shopping haul🫶🏽 #travelrecommendations #dayinchicago #femalepilot #flightbenefits #travelvlogs @Jeni’s Splendid Ice Creams @Nobu Chicago Hotel-Restaurant @Aritzia @SKIMS @Brandy Melville

kaia

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Friday 20 February 2026 14:02:58 GMT

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Comments

Mallerieelyse :

you guys are so cool!!!!! take me with you next time 🤭

2026-02-21 17:23:09

E🤍 :

This was an absolute day

2026-02-20 14:43:57

sierra greaser :

Can I join?! Amazingggg

2026-02-20 19:51:38

mia :

JELLYCAT???

2026-02-21 17:40:53

DIANA | travel + lifestyle :

How I wanna be using my free will

2026-02-20 18:26:18

Mercedes :

So fuuuuun

2026-02-20 14:13:15

Ari Frankenfield :

So jealous!!

2026-02-20 19:29:08

Luisa Roque :

This is so cute

2026-02-20 15:04:25

Wendy :

Love this

2026-02-20 22:55:35

E🤍 :

Love u so much bae

2026-02-20 14:37:04

To see more videos from user @kaiamadd, please go to the Tikwm homepage.

kaia

Open In TikTok:

Region: US

Friday 20 February 2026 14:02:58 GMT

Music

Download

Comments

Mallerieelyse :

you guys are so cool!!!!! take me with you next time 🤭

E🤍 :

This was an absolute day

sierra greaser :

Can I join?! Amazingggg

mia :

JELLYCAT???

DIANA | travel + lifestyle :

How I wanna be using my free will

Mercedes :

So fuuuuun

Ari Frankenfield :

So jealous!!

Luisa Roque :

This is so cute

Wendy :

Love this

E🤍 :

Love u so much bae

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