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Chicago for Memorial Day Weekend With Mom

Posted on 5/25/17 at 7:54 am
Posted by AggieDub14
Oil Baron
Member since Oct 2015
14624 posts
Posted on 5/25/17 at 7:54 am
Taking my mom somewhere for the long weekend to celebrate her birthday. We have narrowed it down to either San Diego or Chicago. Any advice is appreciated. I've never been to either.

ETA: Decided on Chicago. Any tips on museums, plays, sight seeing, food, and anything else is greatly appreciated.
This post was edited on 5/25/17 at 11:06 am
Posted by Blue Velvet
Apple butter toast is nice
Member since Nov 2009
20112 posts
Posted on 5/25/17 at 8:04 am to
Win-win. Both great. This is the time of year to go to Chicago.
Posted by tccdc
Washington, DC
Member since Sep 2007
3568 posts
Posted on 5/25/17 at 8:15 am to
Chicago is a great choice June-Sept...if not, San Diego which is great year round minus the gloom in May.
Posted by hoopsgalore
Chicago, IL
Member since Nov 2013
8635 posts
Posted on 5/25/17 at 8:18 am to
quote:

minus the gloom in May.


Been like this in Chicago. Couple nice days, but an overall shitty May of mild temperatures and rain.

In general, though, OP, there is a lot to do in Chicago during the summer months leading into September.
Posted by AggieDub14
Oil Baron
Member since Oct 2015
14624 posts
Posted on 5/25/17 at 8:25 am to
So if we do Chicago, we would land Friday night and leave Monday morning. I found some really fancy hotels with hilton points (super cheap too) over near the Miracle Mile. Probably gonna do that. What are your top recommendations for must see sights for first timers?
Posted by LouisianaLady
Member since Mar 2009
81183 posts
Posted on 5/25/17 at 9:02 am to
I know all the tourists do it, but seriously.. the Signature Room at the Hancock Building is just a can't miss. The view is incredible.

Arrive early. Like 4pm or so. It gets a long line during "happy hour" times, but nobody really drinks at 4pm so you can get a window seat fairly easily.
Posted by TigerSaint1
Member since Apr 2014
1479 posts
Posted on 5/25/17 at 9:08 am to
Architecture tour was really cool
Shopping down Magnificent Mile
Girl and the Goat was excellent
Pequods for pizza
Chicago beef sandwich
A lot of good steak places
Get drinks at the Hancock Tower that overlooks the city
Posted by HoustonGumbeauxGuy
Member since Jul 2011
29462 posts
Posted on 5/25/17 at 9:27 am to
SD all day
Posted by mizslu314
Dirty STL
Member since Sep 2013
15959 posts
Posted on 5/25/17 at 9:31 am to
San Diego
Posted by Popths
Baton Rouge
Member since Aug 2016
3964 posts
Posted on 5/25/17 at 9:43 am to
San Diego. Much less chance of getting killed.
Posted by Tarpon08
Cut Off, LA
Member since Dec 2014
5074 posts
Posted on 5/25/17 at 9:52 am to
Chicago is the best food city that I've ever been to and it isn't really close.

Edit- Not counting NOLA because I'm eating that type of food in everyday life
This post was edited on 5/25/17 at 9:58 am
Posted by mizslu314
Dirty STL
Member since Sep 2013
15959 posts
Posted on 5/25/17 at 10:21 am to
quote:

Chicago is the best food city that I've ever been to and it isn't really close


interesting. Im not sure its the best food city in the midwest.
Posted by ProudLSUMom
Baton Rouge
Member since Sep 2007
3302 posts
Posted on 5/25/17 at 10:25 am to
It's going to be a matter of personal preference. I like San Diego much better than Chicago.

The weather is amazing in SD and it is beautiful there. We stayed on Coronado Island.

We went to Chicago last Sept. We did the typical touristy things but I just don't like the crowded big city. Still glad I went but I don't need to go back. I will go back to San Diego though.

Now granted we went to SD 15 years ago. Who knows, it may now have that crowded big city vibe I don't like.
Posted by AggieDub14
Oil Baron
Member since Oct 2015
14624 posts
Posted on 5/25/17 at 11:04 am to
I did this at the Shengrala (sp?) hotel in Sydney last month. I love going up into tall buildings for the view. Especially when you can just buy drinks and not have to pay to get in.
Posted by hiltacular
NYC
Member since Jan 2011
19665 posts
Posted on 5/25/17 at 1:07 pm to
The weather is pretty shitty here in Chicago right now. 60s-low 70s, gloomy with rain most days.
Posted by Haydo
DTX
Member since Jul 2011
2942 posts
Posted on 5/25/17 at 1:56 pm to
Do the architecture boat tour
Grab a drink at the rooftop at London House
Italian beef sandwich and a dog at Portillo's
Eatily is great (in a few other big cities)
Deep dish i guess (I'm not a fan)
Tons of great steakhouses

Take mom to Wrigleyville and get hammered and go to the batting cages upstairs at Sluggers
This post was edited on 5/25/17 at 3:48 pm
Posted by hoopsgalore
Chicago, IL
Member since Nov 2013
8635 posts
Posted on 5/25/17 at 2:55 pm to
quote:

What are your top recommendations for must see sights for first timers?


If it's your first time, I would recommend the following:

- Architecture Boat Tour
- Go to top of the Willis
- Visit Millennium Park
- Short walk from Millennium to Art Institute
- Head to Museum Campus and check out Adler and Shedd
- Navy Pier for... no reason, but tourists like that place.
- West Loop for dinner(s)
- Magnificent Mile / Michigan Ave for shopping
- Top of the Hancock (Signature Room) for drinks
- Lincoln Park Zoo
- Walk Lakeshore Path
- Chicago Riverwalk
- A lot of beautiful neighborhoods north of downtown (i.e. Wicker, Lincoln Park, Lakeview, Logan Square, Ravenswood, Roscoe Village)

Outside of my last suggestion of visiting its neighborhoods, this is just basic touristy stuff in Chicago.
Posted by DJ3K
Member since Dec 2011
6728 posts
Posted on 5/26/17 at 8:30 am to
Willis Tower formerly Sears Tower

Portillo's Hot Dogs

Navy Pier at night
Posted by 632627
LA
Member since Dec 2011
12716 posts
Posted on 5/26/17 at 1:28 pm to
quote:

Chicago is the best food city that I've ever been to and it isn't really close.


Really? only the pizza is notable and stands out as otherworldly. portillo's is good but not nearly good enough to help qualify chicago as best food city. Chicago has a ton of steakhouses, but so does every other major city. same thing with fine dining.

Cities like NYC, SF or Los Angeles have much more diverse cuisines and are better for foodies. I'd rank NOLA ahead of chicago too.
Posted by Tarpon08
Cut Off, LA
Member since Dec 2014
5074 posts
Posted on 5/29/17 at 7:32 am to
Well I've never been to NYC, SF, or LA and put NOLA behind it because I eat that type of food every day lol. The quality of every meal I ate in Chicago was just exceptional.
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