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Glass of Glam

Top 6 Best Chicago Winter Activities & On Mondays We Link Up (#96)

in Chicago, On Mondays We Link-Up!, Style, Style, Travel, winter outfits on 12/31/18

Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties

CHICAGO WINTER OUTFIT DETAILS:

HAPPY GOAT LUCKY MIRANDA COAT c/o | MODCLOTH SKIRT c/o | SWEATER | BOOTS c/o, option for less

Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties

Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties

Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties Best Chicago winter activities featured by top Chicago blog, Glass of Glam: picture of a woman in Chicago wearing a Happy Goat Lucky long puffer coat, Modcloth plaid skirt, Line & Dot sweater and Patricia Nash booties

CHICAGO WINTER OUTFIT DETAILS:

HAPPY GOAT LUCKY MIRANDA COAT c/o | MODCLOTH SKIRT c/o | SWEATER | BOOTS c/o, option for less

I was in Boston this weekend visiting Dan’s Bubby for her 90th birthday. On the way home, we were stuck on the plane circling Chicago for 3.5 hours, and eventually had to stop in Rockford, Illinois to refuel. What was  supposed to be a 2 hour trip turned into a 5 hour trip. Blah. While we waited, I started thinking about all the fun winter activities I’ve done so far in Chicago.

Christmas might be over, but winter in Chicago is definitely here to stay. At least until March-ish. And we still have so many fun things to do here! While one activity is Christmas-oriented, the others are simply winter fun. There’s certainly plenty of fun to be had in Chicago year-round!

The Best Chicago Winter Activities

1. Christkindlmarket.

This is one of Dan’s favorite activities. Since we went to Germany last year and actually got to see the Christmas markets, it feels even more special. Snuggle up with a mug of spiced wine or hot chocolate, and take a look at all the hand made tchotchkes.

2. Ice Skating at the Ribbon.

Say goodbye to ice skating in a circle in a regular old rink. The ribbon is a cute little outdoor ice skating path with fun music playing. I’m looking forward to going this month!

3. See a Play at the Oriental or Cadillac Theater.

We just saw Fiddler on the Roof last week, and I can’t wait to see another show! The theaters themselves are like art – I always find myself marveling at the ceilings with my mouth open, haha. I’ve been going to the theater with my family since I was young, so seeing a show is always a special treat for me.

4. High Tea At the Drake.

The Palm court at the Drake Hotel is one of the most beautiful rooms I’ve ever seen. Nibble on all the delicious tea snacks (sweet and savory) and pick a tea from the Palm Court’s extensive selection, all while listening to live harp music. I like to admire what everyone is wearing, too. Definitely make a reservation for this one.

5. Shop On Michigan Avenue.

Even if you’re broke from the holidays, the window shopping on Michigan Avenue is quite spectacular. I love strolling through the department stores and oogling at the window displays at Ralph Lauren, Burberry, Gucci, and Neiman Marcus.

6. Go To A Comedy Show.

Chicago is known for its famous improv comedy shows, aka Second City. The shows are very interactive, and no show is exactly the same as the next. We always laugh our butts off when we see comedy!

This list could easily go on and on, but these Chicago winter activities are some of my favorites. Book your trip to Chicago and make sure you do at least one of these!

–Roxanne

p.s. – happy new year’s eve! Check out my fun glittery dress post from last week.

On Mondays We Link Up

An InLinkz Link-up


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13 Comments

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Comments

  1. Jessica says

    January 2, 2019 at 8:40 pm

    Such an adorable festive look you have here dear! Loving the cozy white sweater and chic plaid skirt, such a cute and classic combination.

    Jessica | notjessfashion.com

    Reply
  2. Chrissy says

    January 2, 2019 at 9:05 am

    Ok. Saving this because someday I’ll finally get over to the windy city! And of course you look adorable. I might have to borrow that coat when I come. 😉

    Reply
  3. Nancy says

    January 2, 2019 at 5:59 am

    What a lovely skirt! Lovely punky!

    Reply
  4. Cheryl Shops says

    January 1, 2019 at 8:56 pm

    I was just in Chicago for the holidays and had the best weather I’ve had in years! Happy New Year to you, and love your plaid skirt!
    Cheryl Shops | http://www.cherylshops.net

    Reply
  5. jacqui berry says

    January 1, 2019 at 3:07 pm

    Happy New Year to you. Thanks for sharing and hosting. Jacqui Mummabstylish

    Reply
  6. susan rahamim says

    January 1, 2019 at 10:09 am

    I love your coat- so pretty and warm too- Helmuts Original Austrian Strudel sounds deelish! Chicago in Winter sounds amazing with so many fun things to do- that glowing Cinderella’s Castle looks like Disney!

    Reply
  7. Jessica A Jannenga says

    December 31, 2018 at 3:49 pm

    Im already thinking of things I want to do this winter here in NC. There are some great musicals coming, jazz artists and other events. I would love to go to a tea room. You look cute and cozy and love the plaid skirt!
    jess xx

    Reply
  8. jodie filogomo says

    December 31, 2018 at 10:07 am

    It’s nice to find the fun things to do where we live!! We’ve been doing the same thing in Denver.
    Love the outfit and aren’t these coats fabulous?? It’s nice to stay warm when the temperatures aren’t cooperating!!
    XOXO
    Jodie
    http://www.jtouchofstyle.com

    Reply
    • Roxanne says

      December 31, 2018 at 2:58 pm

      Yes – I love the one I picked! I need to make it out to Denver soon!

      Reply
  9. Jill says

    December 31, 2018 at 9:39 am

    Your plaid midi skirt is the cutest! I’m bummed that I didn’t make it downtown for the Christkindlmarket this year but we did skate on the ribbon last week!

    Jill – Doused in Pink

    Reply
    • Roxanne says

      December 31, 2018 at 2:59 pm

      Thanks, Jill! I’m so pumped to get to the ribbon!

      Reply
  10. Shelbee on the Edge says

    December 31, 2018 at 7:03 am

    Roxanne, this outfit is so stinking adorable! I love the plaid skirt peaking out from under your puffer coat! And what a great list of activities to do in Chicago. I have only ever traveled through the airport in Chicago, but it is definitely a city I would love to explore! Wishing you a very Happy New Year, my friend!

    Shelbee
    http://www.shelbeeontheedge.com

    Reply
    • Roxanne says

      December 31, 2018 at 2:59 pm

      Thank you, Shelbee! Oh my – well you must visit! Happy New Year!

      Reply

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