Conan & Jeff Garlin Visit Their Old Apartment In Chicago | Late Night with Conan O’Brien

(Original airdate: 5/11/06) Conan and former roommate Jeff Garlin revisit their old apartment near Wrigley Field.
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ABOUT LATE NIGHT WITH CONAN O’BRIEN
Running from 1993-2009, Late Night with Conan O’Brien is one of the most beloved late night shows in television history. Known for its absurdist humor, hilarious celebrity interviews and featuring the best stand-up comedians and musical acts of the 90’s and early 2000s. Hosted by Conan O’Brien alongside sidekick Andy Richter and house band Max Weinberg and the Max Weinberg 7, Late Night with Conan O’Brien featured unforgettable segments like “If They Mated,” “In the Year 2000,” “Desk Driving” and made a breakout star of Triumph the Insult Comic Dog.
ABOUT TEAM COCO
Team Coco is the KZbin home for all things Conan O’Brien and the Team Coco Podcast Network. Team Coco features over 25 years of comedy sketches, celebrity interviews and stand-up comedy sets from CONAN on TBS and Late Night with Conan O’Brien, as well as exclusive videos from podcasts like Conan O’Brien Needs a Friend, Literally! with Rob Lowe, Why Won’t You Date Me? with Nicole Byer, The Three Questions with Andy Richter, May I Elaborate? with JB Smoove and Scam Goddess with Laci Mosley.
Conan & Jeff Garlin Visit Their Old Apartment In Chicago | Late Night with Conan O’Brien
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[@Bakkland]

landlord definitely raised the rent after that

[@Heavenzvoice]

Dingus Flotbottom yep!!!!!!

[@skt8929]

It got torn down 2 years later

[@dylancohen7418]

newpicsenter.link/BOooUVVh1K8t

[@lobitome]

Wrigleyville became THE place to live, especially for the hipster movement. Working class people can't afford to move there anymore.

[@coldaclink]

Damn I clicked that random KZbin comment link. My life is just all out of order.

[@JohnnyMac2237]

The Cubs physicians daughter lived there. “Did you have to hire extra security?” Jeff Garlins joke was so under appreciated.

[@tomerengel]

it was SO good!

[@mrkim0325]

The penicillin joke is also so underrated. Lmao

[@erickong3965]

Can you explain this joke to me like for real

[@JohnnyMac2237]

Eric Kong the landlord was talking about how he’s rented to many celebrities...former movie star and then says the Cubs Doctors daughter rents from him..So Jeff was like “oh boy..bet you need extra security”

[@AROCK972]

@No you that's the joke, because she is not famous at all.

[@DukeAbacab]

I was in the audience this day. It rained and we waited outside for hours. Totally worth it.

[@DC_ABC_123]

Why were they booing Wrigley field?

[@animalmother556x45]

@@DC_ABC_123 Because it’s Chicago….they have two MLB teams.

[@hineighbor]

@@DC_ABC_123 white Sox fans

[@vancouverviking4652]

When talk shows were good 👌

[@mouserat126]

I woulda been 3 months old lol

[@iamradical]

Imagine Conan O’Brien just showing up at your place and being like “I used to live here”

[@Simon-nk7ji]

iamradical ok I’ve imagined that - now what?

[@DarthRelkew]

Itd be even funnier if you were the original owner of the house🤣

[@mysticranger6894]

Okay I have now, now what? What did imagining that do at all for my life? Nothing, not richer or anything. I hate you now.

[@g9fabianmanansala780]

He did in newyork, he was driving around people in a van because the subway was closed and he passed by he’s old apartment and he stopped the van on a greenlight.

[@stormlighter82]

I’d act like a hyper kid in a candy store lol 😂

[@itannoysme3348]

In 2006 it had been 18 years since they'd lived in their old apartment. Now in 2024 it's been 18 years since they revisited it. I'm guessing the last 18 years have passed much faster for those guys. That's how it feels when you get old!

[@BarbarossaSC2]

I almost feel bad for the landlord, they get him boozed up on Jaeger, then make a bunch of jokes he doesn't know are jokes. XD

[@djmips]

I didn't know they were jokes either.

[@Jaebird82]

Yeah I think he finally got it: 5:52

[@gianinapapetti9803]

Conan is the only late night presenter that's genuinely funny on his own.

[@JKennedy442]

Don’t get why Conan fans always need to say this. Conan is my favorite but I do think Colbert is hilarious as well.

[@Christopher-ms5ke]

@@JKennedy442 Imo he used to be. Hasn’t been the same since Colbert Report

[@dpalaoro]

that goes for Leno, Letterman too. Maybe you don't know, or haven't seen much of either - that's my only guess why you would say such a thing

[@thl205]

@@dpalaoro OP is obviously under 13, only watches Late Night shows on KZbin, and has the most basic opinions on popular culture

[@pevvyndrake]

He is the one you want to sit near during long school function trips, until the overnight portion when sleep arrives. He is the best kind of see-saw of bright energy.

[@xfreeman86]

Today, Conan looks 56 years old. 13 years ago? He looked 56 years old. Hasn't aged a day.

[@damnmuggle]

John Freeman lol

[@kbunzzzz]

Stooppp 😂

[@Allagi22]

The man looked 56 in '93 The bad news is, Conan is closer to death, the good news is he's exactly the same.

[@reneeelias7168]

Thats a man for ya!

[@josephblanchard6248]

*It's true, because I thought that this was really from like 5 days ago too*

[@Slop_Dogg]

It was 18 years between Conan living there & revisiting it here. Additionally, it’s been 13 years since this segment.

[@M4CB]

God were all getting old, lol

[@randomlineofletters]

Damn I totally missed this not being a contemporary piece

[@magiccarp3710]

So what’s your point

[@harryg2484]

That's more than 3 decades!!!

[@KbL94]

Oddly enough, it’s been one year since you posted this comment.

[@BenLapke]

Jeff calls it the living room, Conan calls it the front room. We know who’s the real Chicagoan at heart.

[@kelvarnsen1749]

The stranger coming in for a drink is peak Chicago. It's like cigs on the red line

[@HotStrange]

Absolutely nuts that this originally aired almost 15 years ago. Conan has aged very well.

[@evanphan5904]

To be fair Jeff Garlin's aged pretty well himself as well.

[@Soloman_Gumball]

Money helps

[@MahoneyP573]

Eating nothing but potatoes helps

[@HotStrange]

Evan Phan definitely. He’s looked like he’s 40 for the last 2 decades.

[@robertcarr4172]

​@@MahoneyP573 poooooo taaaaa toooooes

[@MrOneofthecriq]

"Seabiscuit died in this room."

[@irishandirie]

Because he couldn't stay off the horse! Ba-da-bump.

[@HotStrange]

irish and irie peepeepoopoo

[@KiaboyZ]

The end of this video with the Sears tower is maybe one of the funniest things I've ever seen

[@KaninTuzi]

That was such a Letterman-esque move. Made me nostalgic

[@starrseed2687]

Kia and the song is such a banger

[@joshs3775]

Conans that bad influence everybody needs in their life

[@micahrowe]

This guy is a national treasure. His knowledge of American culture and first hand witness to the forces behind events makes me love him more. Team Coco!!!

[@3VILmonkey]

When I was in architecture school, we went to Chicago for our yearly field trip. I love informing people from NYC that Chicago is more important than NYC. It and the suburbs are seminal to architecture from the (nearly all of the first) skyscrapers to FLW, Mies, Sullivan, the White City, and world class urban design. One of our 2nd Year professors told us that going to Chicago in one's 2nd year of arch school is comparable to a secret handshake amongst architects.

[@sz5876]

You know it!

[@x9147]

sounds like something Ted Mosby would say lol

[@patresito]

Until I read the description I legimately thought this was filmed just recently.

[@Kickex]

Not a fan? ;)

[@ramshey5280]

I love how well Conan was connecting with that old guy

[@TheTarrMan]

That landlord is hearing reasons to raise the rent.

[@evank3718]

Conan: (takes a breath) Audience: WOOOOOOO!!!! YEAH!!!!!!

[@faunaflage]

"We used to live here. Can we come up and look around?" Ha ha ha - I can't believe they got buzzed in!

[@dalekelly7639]

I'm thinking they talked to the guy before they started taping.

[@uniquelyqualified3676]

conan produces some of the best scripted remotes

[@faunaflage]

@aviato287 x WHAT? TV isn't real??? : D

[@StephanieJ777]

They def called ahead and planned it tho lol

[@emorydaniel9084]

That improv of the famous events in that place was incredible.

[@juliustan9647]

Jeff looks like Seth rogen with a hint of Jon favreau

[@TS-qq7vr]

Their weights put together.

[@kellygervais3440]

Right on....

[@ArtyFartyBart]

A radiant young Harvey Weinstein

[@NFL88]

The scene on curb where the lady flips out on him at a party thinking hes Weinstein his hilarious

[@Puppy_Puppington]

When I was a kid I called Jeff garlin: the dimestore John Goodman.

[@AllisonChains64]

Lmao that's absolutely brilliant!

[@davidsandall]

They filmed the moon landing in that apartment.

[@NiVi192]

I could've sworn he was about to bring his old landlord out at the end! 😂

[@daniellee1722]

That "Don't Worry Be Happy" / 1988 ad-lib was excellent

[@mew5395]

His hair with out product is a monster on its own lol

[@sherrymorris8628]

The apartment is so clean & organised & the orange paint, so fitting for Conan.

[@river8760]

The landlord is so sweet and so confused 🤣

[@nevincaulfield]

2006 I would say was Conan’s funniest year by far. Every single episode that year was hilarious

[@lavlavbunny]

Conan doesn’t age at all 😧 And when he’s smiling he looks the sweetest

[@danielcolon2193]

The Cubs physician's daughter

[@danielstellwag3081]

Titty residue

[@marywealth6475]

I hate art films.

[@Da219StarWarsGuy]

That was a great week in Chicago. I went to the Friday show. It was just one big party outside in line. I hung out with cool people I never saw before or since in that line.

[@bevrosity]

sounds like half of my experiences in chicago

[@gardenlover9663]

When Jeff does an impression of Larry, he asks, "What are you ending with a preposition for?" That question ends with a preposition.

[@JohnLee-ue6gy]

Close you eyes and listen to the landlord and tell me he couldn't pass for Fred Willard.

[@therabbitslayerr]

I'm here watching this because of his podcast. Well done Coco. Its really good. You get to know a side of Conan that you didn't know.

[@well_i_liked_it]

This guy looks Ike every landlord everywhere.

[@JL-yl8gd]

Ripvanwinklesdream he resembles the glade identity guy from breaking bad who just passed away.. resembles

[@commonsense571]

Ha! Totally. I’m like “Gunther is that you?”

[@jeffreyd399]

I love the on location bits you guys do. Conan you're the best.

[@sauerteig4880]

Yeah its cool. Also 13 years old in case you didn't notice.

[@gratefulfistpumpinsweeney]

you look happy and seems like ur having fun ! great idea to share old memories! love the new format ! Keep evolving Conan ! Stop in anytime !!

[@joeriveracomedy]

Conan always had the best editors

[@VINCEVAZ27]

I remember being in that building a lot as a kid. Childhood friends of mine lived in the building.

[@patrickthomas8890]

Ok the Nixon joke made me actually laugh out loud. Conan’s the best

[@knallhardt]

Ohh thats such a nice video Conan. I loving it so much just to watching you and talking about the good old times. Its almost feels like butterflys.

[@henmich]

So fun to see my old stomping grounds... I went to Lane Tech and that was in the neighborhood... Go Conan!

[@13ivanogre13]

Gordon here.

[@Kelveron]

Conan reminds me a little of the Hollywood star of 1940s/50s, Danny kay. Both in terms of looks and their mannerisms!

[@comment_below]

LMAO -man i love chicago -the boos and cheers at the same time -real people

[@Bihgazisvepickice1]

I'm in love with the Coco

[@anima099]

Conan worked on the Simpsons, SNL, and even was roommates with the brain behind Curb Your Enthusiasm. Dude, I wouldn't be surprised if his college roommate was some famous producer now.

[@michaelscottoriginal]

His Harvard classmate was one of NBC executive while Conan was there.

[@mattc421]

This audience cheers and goes crazy for every sentence

[@NathanKahler]

Just realizing that when this was filmed, it had only been 17 years since 1988... and now this episode itself is 15 years old!

[@SS-dp7lt]

I was born in 88

[@gerardolopez4318]

summer of 88. 1st season Wrigley Field started having night games. 8/8/88 to be exact

[@stseflanders]

I lived at 3611 n Sheffield that year. Over the right field wall. Good times

[@mr.notsocreative]

Conans still got that leather jacket to this day. It better be put in the Smithsonian when he retires, cause we all know that vampire can’t die.

[@janelawson8483]

Loved this ☀️

[@The.new.Creator]

4:40 lol Chicago one hell of a town we know how to chill here!

[@kreamowheat]

I have to say my top Bob Odenkirk moment was his argument with Ruxin in The League.

[@lokei3749]

Awesome segment

[@FUDGEcenter]

Been looking for this for years

[@papasmurf1904]

U are much better-looking now than back then......A FOX!!! Love ya Conan! U have extended my life longevity thru laughter! Hey, plz have more Jordan videos......love the guy! *Hugs!* =D

[@judithsantillan8858]

I would have taken that quick glass in a heartbeat too! Omg!

[@solidkingcobra]

I can't believe that Conan ran with comedic legends when he was a mere boy.

[@srikanthdanam7675]

love you conan

[@Guillotines_For_Globalists]

I was there on May 10th, 2006 at the Chicago Theater for an episode of Conan's show, the day before this episode aired.

[@franciscoguerra6860]

The ending was awesome

[@Havanorange]

I used to live in that neighborhood too. It was great!

[@Liquidator101]

Conan is the best

[@eclecticjulie7290]

I could totally hang with Conan. Lmao, he is so like my family. Lol My husband, kids and I are complete goofballs like this.

[@thomasrainbow]

Sounds like a fun family! Feel like Conan has been around for all parts of my life! He's the best!

[@eclecticjulie7290]

@@thomasrainbow yes we have lots of fun. Lots of laughs. I watched Conan when he first came on late night. Huge fan!

[@millersalmond2600]

Conan, you've grown so much since 1988!🤣

[@zekelucente9702]

Loves this I was at Wrigley last week.

[@bigtaz504]

Love Jeff.

[@GrantKanigan]

Watching Conan riff and just go off is a sight to behold

[@bwillythekid8249]

"What's it like being a rocket scientist? "

[@spaceghost8995]

The awesome Chicago Theater!

[@solodolotrevino]

Thank you Conan, very cool

[@PRocker320]

I was gonna make a comment on how Conan's age is starting to show, little did I know this clip is well over a decade old. He looks better now!

[@Tker1970]

me too . 1988 is 32 years ago now. Ouch

[@qlyde1]

I saw the "Happy, Happy, Good Show" in that year and I remember Conan appearing in a diaper as the Kennedy baby just saying "deep, deep, ..." which was the whole sketch. If I am not mistaken, the Super Fans sketch was invented out of that show.

[@13ivanogre13]

1988 WAS a really hot Summer in Chicago that year. We boiled.

[@mariaelia2798]

I honestly can't tell which stories were real and which was improv😂

[@random_citizen9191]

One quick glass lmao

[@PiglipsMaximus]

Conan never aging

[@2darkdragon]

as a chicagoan, this is exciting.

[@dlxmarks]

They didn't show the windowless room that Jeff had Conan sleep in during one of the hottest summers in Chicago history. Also Jeff said that almost every night they would do a fake talk show in the living room where Conan was the host and he was the guest.

[@thedeafgenius]

You know that dude throws a lot of baseball parties. Such is life in Wrigleyville.

[@butchmcqueen5625]

The building was torn down a couple of years after the original film date of this segment.

[@Magido89]

Don't make me sad man

[@RealJohnMc]

That impersonation of Larry David was so good

[@uncleremus7380]

I worked at millenium park as a union carpenter and installed over 250 steel doors and every piece of hardware in the park.

[@arisebeats1851]

Wow I didn know that cool Conan is epic and garlin too

[@pony3284]

LMAO THE SKA BRASS AT THE END

[@fredirecko]

I always dreamed of seeing the sears tower body surf through a crowd....

[@Chronos127]

with Sears clothing on?

[@fredirecko]

@@Chronos127 that was a bonus

[@ocal6477]

Such nice and friendly people in Chicago.. I want to move there!

[@TestTubeBabySpy]

No...you dont. I live in chicago and it sucks.

[@Dirkdersoldat]

TestTubeBabySpy I live on the south side and I still like Chicago lol cmon it is not that bad

[@TestTubeBabySpy]

@@Dirkdersoldat Yeah because you feel that chicago obligation to defend it till the end. believe me, I understand. I bet you will tell me you like your pizza cut into square slices too🤣

[@Dirkdersoldat]

TestTubeBabySpy honestly yeah I do. Tavern style baby you can’t beat it

[@iwillnever4getu]

conan was on in my room every night pretty sure i remember this.. thank u cone bone god

[@bleepbloop9123]

thinking the Cub's physician's daughter was famous is soo Chicago lol

[@AllanAdamson]

Summer of 88... I was living in Sugar Land Texas... outside of Houston... hahaha.. that song was popular when I went in for surgery... everything is going to be alright.. haha... Conan flashing back to the good old days... when Chris Farley was still alive.. & cocaine cost $10k a key lmao

[@DFDuck55]

I have a distant cousin that I'm pretty sure lived in that apartment. All Sox fans to this day loooved him; Baseball Commissioner Kenesaw Mountain Landis.

[@Da219StarWarsGuy]

That's a name loathed by generations of Sox fans. Lol

[@DFDuck55]

Especially Black Sox fans :>

[@Da219StarWarsGuy]

@@DFDuck55 well played. Most of the 8 earned that lifetime ban. Weaver and Jackson deserve to have it lifted. Too bad the ol judge never went after the 1918 Cubs for throwing that series as well.

[@ShawnaGraham50]

Gotta love Chi town

[@skybyrdy3]

Aww, makes me miss Chicago!!

[@progpunk76]

The band playing The Undertones- Get Over You at the end. Damn.

[@frankirons9337]

Thank you! I knew it was one of those poppy Brit punk bands, but I couldn't place which one. It was driving me crazy.

[@CarbonatedTurtle]

Imagine having a machine the size of a microwave on your counter just to make one kind of alcohol cold. If only we had some sort of large box that was always ice cold where we could store any type of beverage.

[@dalekelly7639]

The tap is essential.

[@pahwraith]

He's only 24, he's led a hard life.

[@pahwraith]

@Jeff B lol you just don't know Wrigleyville. Its literally.where the van wilders of the big10 move to and try to relive their frat days for one more decade. Peter pan syndrome in full effect. I live not too far away. This was filmed 14 years ago, but it hasn't changed very much.

[@ianobrien3248]

Totally. He needs a kegerator and a wine fridge too tho.

[@MrEazyE357]

It doesn't "make" anything. It literally just makes it cold and a little easier to dispense.

[@macktruk13]

I think it would have been a lot funnier if Garlin and Conan had told actual stories from when they lived there

[@skipads5141]

About not getting laid.