My Itinerary for my upcoming Chicago trip

95Hawk

Heisman
Nov 21, 2001
2,529
10,081
113
Already out of O’Hare and on the road. That was as smooth as you can get for an airport arrival. 10 minutes and out the door.That include baggage claim.
If your taxi time at O’Hare was less than 20 minutes (landing to gate), the gods may be smiling upon you
 

Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
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If your taxi time at O’Hare was less than 20 minutes (landing to gate), the gods may be smiling upon you
Ubered and he was a minute out.

I gotta say it was a great travel morning. No line at ATL. And flight left from terminal T so we didn’t need to get on the gate shuttle. Our bags were fourth on the belt. Walked outside and car was a minute away.
 

Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
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Skip Portillos for Johnnys Beef, although not sure how close it is to where you are. Maybe @hawkeyetraveler or @ThorneStockton can help as Portillos is like 10th best Italian beef. Al’s maybe is another good place but I always do Johnnys with my friends who live in town
The reason I was doing Portillo’s is because it has both beef and dogs. Was gonna kill two birds with one stone.
 

Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
113
Ok…Day 1 observations so far.

Travel ease was ridiculous. Dropped bags at hotel and hit the ground running. A+

Ate Cuban breakfast at Cafecito. A

Jumped on the Architecture Boat tour earlier. Incredible 75 minute tour. And had me a couple Tito’s and Cranberry. A+

With the extra time hit the Holocaust Museum.

Just checked into hotel suite on Magnificient Mile. A+ room.

Decompressing for a bit. Heading to the Chicago 360 thing at the top of one of these skyscrapers and having a few drinks there.

Then late Italian dinner at Francesca’s.

Tomorrow brunch at the Gage before Art Institute.
 

ThorneStockton

All-Conference
Oct 2, 2009
798
2,077
93
Ok…Day 1 observations so far.

Travel ease was ridiculous. Dropped bags at hotel and hit the ground running. A+

Ate Cuban breakfast at Cafecito. A

Jumped on the Architecture Boat tour earlier. Incredible 75 minute tour. And had me a couple Tito’s and Cranberry. A+

With the extra time hit the Holocaust Museum.

Just checked into hotel suite on Magnificient Mile. A+ room.

Decompressing for a bit. Heading to the Chicago 360 thing at the top of one of these skyscrapers and having a few drinks there.

Then late Italian dinner at Francesca’s.

Tomorrow brunch at the Gage before Art Institute.

Nice work! I like Cafecito a lot.
 
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DBQStarhawk

All-Conference
Iowa Swarm member
Sep 24, 2006
383
1,027
93
When I’m down mag mile way, I like to sneak over here for great pizzas, old fashioneds and atmosphere.

 

Aardvark86

All-Conference
Oct 12, 2021
1,988
3,025
113
Hey yellow, just an fyi re vmi matriculation weekend. Robert earl keene is playing at limekiln, a cool outdoor venue in an old limestone quarry. Dont know about tix availability (there’s a unique Facebook resale page for limekiln), but should be a great show by a giant if you are into the genre and are staying the evening after drop off.
 
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Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
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Hey yellow, just an fyi re vmi matriculation weekend. Robert earl keene is playing at limekiln, a cool outdoor venue in an old limestone quarry. Dont know about tix availability (there’s a unique Facebook resale page for limekiln), but should be a great show by a giant if you are into the genre and are staying the evening after drop off.
I have a game that Friday so the wife will be solo. And in case you’re wondering, as my starting LT for the last three seasons, my son wouldn’t let me miss my game to go to it anyway.
 
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Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
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One weird thing about here and apparently it’s a thing talking to the Uber guys, the Maps GPS have a terrible time pinpointing your location. You need to check your pickup location every time or it will put you three blocks away. Found that out the hard way today.
 

hawkeyetraveler

Heisman
Aug 10, 2010
5,707
22,891
108
One weird thing about here and apparently it’s a thing talking to the Uber guys, the Maps GPS have a terrible time pinpointing your location. You need to check your pickup location every time or it will put you three blocks away. Found that out the hard way today.
Yeah, there are some urban canyon effects with GPS occasionally.

Also word to the wise…if you can avoid it don’t catch an uber on wacker drive…there are multiple levels to the road (upper, lower, and in some places even lower). Uber has gotten the level wrong for me before and if the driver doesn’t know the city then they get super confused as to how to find you.
 
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Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
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Yeah, there are some urban canyon effects with GPS occasionally.

Also word to the wise…if you can avoid it don’t catch an uber on wacker drive…there are multiple levels to the road (upper, lower, and in some places even lower). Uber has gotten the level wrong for me before and if the driver doesn’t know the city then they get super confused as to how to find you.
Heading to casino.

Francescas A

most weed smelling city in earth
 
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hawkeyetraveler

Heisman
Aug 10, 2010
5,707
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most weed smelling city in earth
 

Urohawk

Senior
Jan 1, 2023
354
928
93
Try some Malort! It’s not good but some Chicago people will act like it is
It can actually be a good adjunct if you like herbal/plant based gin drinks. It's also worth a shot just to say you've had it. Best internet description was "taste like burnt condoms". At first I was thinking, "Good for you knowing what a condom taste like because congrats on having safe oral sex. Then I got to thinking, "But wait, his dick was on fire? That's not safe at all."
 

fatpiggy

Heisman
Aug 18, 2002
25,571
24,402
113
I just got kicked in the scrotum at Bally’s. Bedtime. Big day tomorrow.

Breakfast
Art Institute
Driving to Great Lakes base to get tix
We shall see from there. I think Home Alone house may get a visit.


Not sure your route to get to the Great Lakes Naval base, but on the scenic route you go through some of Chicagos most exclusive real estate and it’s worth the extra time imo.

Go past Lake Forest High school, and that route will take you along the lake and through some great neighborhoods. Highland park, lake forest etc.
 

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Yellowsnow51

All-Conference
Jun 25, 2025
2,270
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Yesterday, I found what I believe is the gem of all places so far. It’s called Chapel Street Cafe. It’s in the Hilton on the Mag Mile. Went there for a drink before the 360 tower. The menus there is phenomenal. Hard to describe other than it’s like a high end diner combined with a self roasting coffee barista with all the bells and whistles like muffins and pastries in the counter but an elevated menu for all three meals. Open 6am to 11am.

 

dgordo

All-Conference
Nov 15, 2001
983
3,452
93
Yesterday, I found what I believe is the gem of all places so far. It’s called Chapel Street Cafe. It’s in the Hilton on the Mag Mile. Went there for a drink before the 360 tower. The menus there is phenomenal. Hard to describe other than it’s like a high end diner combined with a self roasting coffee barista with all the bells and whistles like muffins and pastries in the counter but an elevated menu for all three meals. Open 6am to 11am.


that’s like a block from my office. I get coffee there a lot. Love that place.
 

Yellowsnow51

All-Conference
Jun 25, 2025
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Forgot to mention the 500 naked male bike riders riding down Michigan’s ave yesterday.
 
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Yellowsnow51

All-Conference
Jun 25, 2025
2,270
3,738
113
First snag of the trip. Apparently the trains aren’t running out of town and have forced people to rent cars, forcing them to give our car to someone else. So we are waiting at Weber Grill restaurant for a text saying they have a car for us. We need to get to Great Lakes base by 6 or so. So we are tight right now.
 

hawkeyetraveler

Heisman
Aug 10, 2010
5,707
22,891
108
First snag of the trip. Apparently the trains aren’t running out of town and have forced people to rent cars, forcing them to give our car to someone else. So we are waiting at Weber Grill restaurant for a text saying they have a car for us. We need to get to Great Lakes base by 6 or so. So we are tight right now.
Not sure which trains are not running, but there is a suburban commuter train (Metra Union Pacific North line) that runs to Great Lakes. if that one is running (which is should be) that might be a backup plan for you. You can buy tix at the station or download the Ventra app.

If you are nervous about your car check out metra.com to see the schedule and if trains are running. It goes out of ogilvie station which is like probably a 20-30 min walk or 10 min uber/cab from you. Guessing it is like a 1 hour ride on the train. so you have that as an option if the car doesn’t come through and if train is running.
 

HoggI74

All-Conference
Nov 27, 2015
2,556
4,415
113
It can actually be a good adjunct if you like herbal/plant based gin drinks. It's also worth a shot just to say you've had it. Best internet description was "taste like burnt condoms". At first I was thinking, "Good for you knowing what a condom taste like because congrats on having safe oral sex. Then I got to thinking, "But wait, his dick was on fire? That's not safe at all."
First snag of the trip. Apparently the trains aren’t running out of town and have forced people to rent cars, forcing them to give our car to someone else. So we are waiting at Weber Grill restaurant for a text saying they have a car for us. We need to get to Great Lakes base by 6 or so. So we are tight right now.
The outdoor seating at Weber Grill gives off a tremendous sewer gas odor that made dining there disgusting...