Flying Southwest From Chicago To Orlando, These Airport Expenses Are Out Of Control 

Why isn't Casey allowed to get what she wants? She said all she wanted was Garrett's Popcorn and she didn't get it. She also said she wanted a tropical drink in yesterday's video, but Kyle made her go to the smoothie place, and she ended up getting nothing to drink. Bizarre.

It’s adorable that she says “sorry”. She seems a very sweet person

The Greatest Generation, without a doubt!🇺🇸❤️🇺🇸

I say sorry all the time too. It's just a polite thing our parents bred into us. Like yes mam no mam. Im from the South. Love your vids. ❤❤❤

My Granpa is a WWII veteran and he is in Normandy right now celebrating the 80th anniversary of D day with a whole bunch of other veterans. I’m so glad he is being honored and getting to enjoy these experiences.

Why didn't Casey get her popcorn?

You’re lucky they didn’t kick you out of the airport for pronouncing Harry Caray’s last name wrong. 🤣🤣

How do you claim to be a spports fan and not know who Harry Caray is? He was the most famous sports commentator ever! As far as bags at the airport. Items purchased post security like the food you bought does not count towards your baggage limit boarding the plane.

As a viewer i would much rather see you explore new cities and places over the cruise videos.

Kyle....thank you for acknowledging the sacrifices made by our older generations. It's much appreciated. I was a WWII Memorial fundraiser while my husband was stationed at the Pentagon. Including myself and the rest of my immediate family...70+ years of service to country. Again, thank you for showing gratitude for something that so many take for granted.

I LOVE seeing your other travels. More of this would be great! Cruises are ok but this is more what I like.

Yes. 100% do more videos. Travel everywhere! I wasn't sure if you would have a Chicago video. But I love your Disney and cruise videos so searched for Chicago and found 2 different visits. Love it!

I'm sorry but just let Casey say "sorry" if she wants.....it's just her 🙂

Glad you & Casey had a fun time in Chicago! Interesting to hear how Midway airport got its name! Casey mentioned getting stuck in an airport for 12 hrs & it reminded me of the time I was stuck in the Atlanta airport overnight. Not a fun experience!

I've never flown out of Midway only out of Ohare. I remember years ago when I was interviewing for air traffic control, one of the things I found out was that Ohare at that time had the most near misses recorded in the U.S. Every time I fly through there, I think about that.

I think Midway is surprisingly underrated airport. The travel into the city isn't a big deal and the tickets are cheaper than the main airport.

I know this is a weird place to comment at but I've been watching older videos of yours. Well I just got done watching the videos of your brother and family going to Disney for the first time. Your nephew Grayson kept promoting his channel so I decided to check it out. He is awesome! You can tell he has a lot of fun drumming. I have to laugh because if you watch....you can see Grayson does some Kyleisms. I also love when he yells "Let's Go!" At the end. Good job Grayson! (Since you can't comment on his page, I just thought maybe you could relay the message from a new fan. Lol) thanks.

Next time you stay at the Aulani Resort in Oahu, you should spend a day visiting Pearl Harbor.

I enjoyed the Chicago series Kyle. I think seeing different cities would be good. I read the post about the way you treat Casey I hadn’t noticed it. But you can be sure I’ll be watching for it now!

Born and raised in Chicago but live in St. John’s Florida now. Enjoyed your Chicago vlogs very much. Keep up the great work.

I really enjoyed the Chicago series Kyle! Great Daily Dose

Love the video and agree with you about WWII and the vets. Hey Kyle, you say you are a brewers fan and don't know who Harry Caray is?? Hi was an iconic announcer for many teams, but infamously for White sox and the Cubs. Sang Take me out to the ball game. I know you are younger, but that is like someone does not know who Bart Starr is. (ok, almost anyhow lol)

I loved the Chicago series!

I forget which airline it is, or if it’s and overall rule, but I thought I saw somewhere that if you get a shopping bag from the stores or restaurants they’re allowed on. Maybe it’s an extension to your personal item? Also. I think you get 2 free checked bags if they’re under 50 lbs. So if was a big deal you prob could have checked your carry on suitcases and just had your backpacks and your shop bag. Isn’t Southwest’s main thing “bags fly free”? So I don’t think they’re nearly as crazy as Spirit or Frontier when it comes to bags.

Loved the Chicago visit. Actually makes me feel like I want to visit. The boat excursion was my favorite part so beautiful. Plus Savanna is really fun! ❤

SNA, that's near my hometown. Also, next time you go to Disneyland, you should make a side trip to the USS IOWA in Long Beach, one of our 4 major WW2 battleships

I love all the different cities! Keep traveling.

What’s the point of paying for early bird if you are gonna sit towards the back?

Casey is the best ! Y’all make a great power couple !

NYC airports are expensive as well! No plastic bags either. Always bring your own snacks when traveling!

Chicago looks great on you and Casey! Next visit you must go to Buckingham Fountain AT NIGHT! They have water shows. It's awesome!

Just moved from Chicago to Florida in Oct, visited family a few weeks ago, family, food and weather agree the best of Chicago

You have to get used to no bags I worked in a supermarket and unless they ask for bags I don't give out but you have to pay for them these days

How can you know the Cubs and not know Harry Carey?!?!? He is ONLY the greatest sports announcer ever!!!! Go Cubs Go!!!

Politics and murders/shooting aside, Chicago might be a top 3 city during the summer.

Come to Portland OR we are a foodie city too like Chicago but with amazing nature of mountains, volcanoes and rivers.

Did you get Garretts Popcorn? can't do Chicago without it, and it's TSA Pre Check

The piece of blue art hanging from the ceiling at Midway in a visual representation of Lake Michigan showing how deep it is.

Love the Chicago series. I grew up 60 miles from there and live in the Detroit area now. Visit Detroit!!

Yes do more city visits like this!

Loved the Chicago visit ! I got to see it and fun spots to eat and the scenery was beautiful too!!😊 I've done the early bird on Southwest and I like the smaller airport ❤ That's awesome they had the World War II memorial right up your alley 😊You'll be able to relax on the plane and chill . Okay that's an insane price for the Chex Mix 😂sorry sorry ha ha 😂 your good dear 🥰ha ha ha Kyle yeah be grouchy 😂 Enjoy your flight guys ! Home Sweet Home ❤

Oh my gosh, Harry Ca Rays? Are you joking me.

I really enjoyed these Chicago videos. Something different.

Nice video , thank you.. You ate as soon as you got on the plane .. why didnt you eat just before you boarded .. you had plenty of time to eat

Airport food, welcome to Chiraq!

I enjoy all your videos

I did enjoy your Chicago adventure. My pea brain would prefer videos posted chronologically 😂. But love them however they pop up!

Casey - I love your suitcase and carry on bag. What brand is it?

Next time, land at Midway and brace yourself for an abrupt fast stop. Its fun. Also, come back soon because there are so many more neighborhoods to explore here, each with their own personality.

Garretts Popcorn is literally the greatest popcorn on the planet. Chicago Pizza is also the greatest, but I know NYC would argue with us. Midway is the airport you go to typically for Southwest flights. Southwest flys out of 90% of the airport followed by Delta and Allegiant. It's a small but busy airport. Expensive too because all the food places are brand new, slowly being replaced. Thanks for your Chicago travel vlogs. Hope to see more city travel vlogs in the future.

Because you travel so often ; I’d start packing your own snacks…you can pack pretty much any food

Kyle, definitely watch the Midway movie. There are 2. One from 1976 and one from 2019. I actually like the 1976 version better.

I was at DTW a couple weeks ago and they wanted $11.00 for a Parfait yogurt with granola. I did not buy it way to much money.

Enjoy eating like this while you’re young because when you get older the smell of food makes you gain weight.

I'm shocked you don't know Harry Carrey! "Holy cow!" He was famous baseball announcer/ sportscaster. A lovely man. And nobody could say "Holy Cow!" Like him.

The series was 5 * kyle👏....defo would like to see you and casey visiting more cities around America 😄

Omg Kyle I spit my drink everywhere, when you said that you need to look unattractive and saying your eating fish.

Kyle can you upgrade your video quality I had to put on the video quality on to high because it gets blurry 😢

If you guys come to New York I would gladly show you around

We were at the airport about 10 years ago and had an hour and a half to kill. We weren't real hungry so I got a salad that cost $10.00.

MDW is in fact not always that empty! And it’s like 85% SW! Love MDW!

You should go to O’Hare or ORD it is humongous

You should of picked up garrets popcorn You missed out

25:02 Casey, my bf is the same way!

You have to pack snacks or pay up! It’s a tale as old as time!

Airport food is always expensive, bc you literally have to pay their price or be hungry. With travel, you just have to relax more. 2 items is the norm, just plan accordingly. Southwest is way better than paying for checked bags or even carry ons.

I laughed at your reaction to the $12 Chex mix. My friend did the same when we flew out of Ohare. And Chicago charges for plastic bags btw

Kyle, next time take that Midway map left. The shorter concourse. Really good restaurants and you can watch planes touch and go. I miss Chicago Mayor Richard Delay. The city was doing well financially, good economic development airports weee safe and crime was lower. The last 3 mayors really imploded the city. GO CUBS GO. Ps. Read comments about relationship to Casey. You need to be more careful Kyle.

Enjoying watching you guys and Savanna, have fun 👍

Guy, FYI for next time, food is not concidered an extra bag or carryon, so that you know, is like a coat, umbrella, none concidered extra baggage

I just looked and I can’t see any Epcot video am I missing something

❤Chicago! I miss it and l really enjoyed the videos! Also want to send my sincere condolences on the loss of your grandfather!

Yes love seeing new places!

Maybe I’m the only one who made it this far but southwest does not care. A bag of food is not considered a bag.

Have you seen the midway movie and band of brothers, best series ever made.

Hey Kyle yall should come to San Antonio n go to Fredericksburg TX they have a ww2 pacific war museum I think you’d enjoy

Garretts popcorn is the best popcorn. Chicago taxes and airport foot is no joke its insane. No sales tax in Oregon =]]]]]]

That breakfast though! Wow that place looked so delicious I want to fly to Chicago now haha

Kyle that class is never frosted out when I’m there so they must be doing something for the glass to be frosted I fly out of there when I fly to Florida and always fly southwest the glass is never frosted when I’m there

Seems everything has gotten out of control. Everywhere we go prices of everything are sky rocketing.

Go Blue!

Really enjoyed your Chicago vlogs. Through them I get to see places I've never been. Great job as always Kyle.

Let Casey get what she wants.

Then stop traveling

Kyle, I have enjoyed these Chicago vlogs! Seeing Lakeview, Broadway, Mariano's and even Midway, I flew into Midway for my first time on the 29th of May. Took the Brown Line to Halsted and then the bus to Clark/Barry. Now that my friends live in Ohio I don't know if or when I'll be back there. Love Chicago, just not crazy about how dangerous it is getting with the crime. Just read someone got stabbed right outside of Union Station Saturday.

You need to walk through the ship on San Diego It was amazing

Hi Kyle/Hi Casey, nice trip to Chicago. Chicago also did a decent job on Chicken wings - most of the "Buffalo" wings are not true Buffalo wings but Chicago did the best. Never been to Midway either - nice airport.

❤❤❤

Lake Shore Drive 🥹🥰 7:12

The plane is real I think it was fished out of lake Michigan. There was aircraft training on the lake during WWII. O'hare is named after a WWII ace pilot Edward "Butch" O'Hare.

Breeze Airways did bring back the route from MCO to SNA.

“Sorry” is a southern thing…it goes along with our social manners.

Liked the series. You should consider doing a European cruise that stops in Normandy. For extra content, go to Disneyland Paris.

Kyle I enjoy when you go to different states/cities and also enjoy getting the inside scoop on the food. So definitely would love more videos like this!! Nice to see different stuff apart from Disney and cruising.

"I'm eating fish. Wanna sit next to me?" 😂😂😂😂

I enjoyed your Chicago series. Love seeing you and Casey travel together. I also like seeing you at “home” in Disney ☺️ And of course cruising!

Harey carey a famous announcer for the cubs and sox

I enjoyed watching the Chicago vlogs!

Welcome home! Thank you Savannah for being such a great host showing us all around your city! Pricing set for a captive audience is always insane! We had lunch for 3 at the CWA Hotel at JFK - split 2 meals and it was $100!!! Sorry! :-) Enjoying all of your adventures together! Wendy Lady

I love your videos, BUT it's getting very confusing when you do not post in order.