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What to Do in Chicago This Week

What to Do in Chicago This Week (Jan 26–Feb 1): 7 Shows Worth It

Posted on January 26, 2026January 25, 2026 by Jamie London-Clay
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What to do in chicago

What to Do in Chicago This Week (Jan 26–Feb 1): 7 Shows Worth It

Chicago week reset: 7 shows worth leaving the house for (Jan 26–Feb 1, 2026), plus how to choose fast, what to wear, and a pre-show playlist queue.


7 Shows Worth Leaving the House for (with TodayTix) 

There’s a type of stability you can’t get from staying inside every night.

Not “forced fun.” Not “go out because you should.”
But a real nervous-system reset: different lighting, different sound, different pace, different people — a clean interruption to the week’s loop.

A Sanctuary Night Out is simple:

  • You leave the house on purpose
  • You let something outside of you hold your attention
  • You come home with your mind quieter and your body less clenched

Chicago is built for this. The city carries story, music, and movement like it’s oxygen — and this week has strong options, whether you want drama, comedy, family-friendly, or something classic and grand.

A Sanctuary Night Out is a nervous-system reset: one show, one intentional choice, one clean break from the week’s loop. Here are 7 Chicago picks for Jan 26–Feb 1, plus a 30-second chooser, simple outfit formulas, and pre-show song queues.


Pick your night in 30 seconds

Choose your mood first. Then choose your show.

  • I want intensity + high art: Salome
  • I want sharp relationship drama: The Dance of Death
  • I want a smart, witty play with momentum: Holiday
  • I want musical fun: Little Shop of Horrors
  • I want family-friendly + imaginative: Roald Dahl’s The Enormous Crocodile
  • I want adult-only chaos + laughs: Drunk Shakespeare
  • I want comedy + current-events energy: Wait Wait… Don’t Tell Me!

Today Tix Show-Specific Section

Week of Jan 26–Feb 1, 2026


1) Salome — Lyric Opera House (Chicago)

Salome_Lyric

Dates: Listed this week on TodayTix (Lyric Opera of Chicago collection includes Salome).
Vibe: Operatic intensity. Visually bold. Emotionally high-stakes.
Best for: A night that feels big — elevated, dramatic, memorable.
Why it’s worth leaving the house: This is the kind of show that pulls you out of mental clutter because it demands full attention.
Practical note: Dress slightly elevated (you don’t have to be formal, just intentional).

BUT TICKETS

2) The Dance of Death — Steppenwolf (Downstairs Theatre)

The-Dance-of-Death_Steppenwolf-Theatre

Dates: Jan 29 – Mar 22, 2026
Venue: Downstairs Theater at Steppenwolf (1650 N Halsted St).
Vibe: Tense, sharp, psychological.
Best for: People who like theatre that’s honest about power, love, resentment, and human complexity.
Why it’s worth leaving the house: It’s the kind of storytelling that doesn’t “entertain” — it clarifies.
Practical note: Great pick if you want a post-show conversation starter.

BUY TICKETS

3) Holiday — Goodman Theatre (Albert Theatre)

2526_Holiday_Calendar_Listings_LOCT_1280x820

Dates: Starts Jan 31, 2026 (runs through Mar 1, 2026)
Venue: Goodman Theatre (Albert Theatre).
Vibe: Playful + thoughtful, with heart.
Best for: A night that’s warm, smart, and not heavy — but still meaningful.
Why it’s worth leaving the house: It’s a reset show: you walk out feeling more human.
Practical note: TodayTix notes it includes mature themes; choose accordingly.

BUY TICKETS

4) Little Shop of Horrors — The Marriott Theatre (Lincolnshire, IL)

Little-Shop-of-Horrors-at-Marriott-Theatre

Dates: Jan 21 – Mar 15, 2026
Venue: The Marriott Theatre (Lincolnshire).
Vibe: Musical comedy + delicious chaos.
Best for: Date night, friend night, or “I need fun with quality.”
Why it’s worth leaving the house: It’s pure entertainment that still feels well-crafted.
Practical note: This is a short drive outside Chicago — plan parking/time.

BUY TICKETS

5) Roald Dahl’s The Enormous Crocodile — Studebaker Theater (Chicago)

Roald-Dahls-The-Enormous-Crocodile-The-Musical-The-Roald-Dahl-Story-Company-at-The-Studebaker-Theater

Dates: Jan 29 – Feb 21, 2026
Venue: Studebaker Theater (410 S Michigan Ave).
Run time: ~1 hour, no intermission.
Vibe: Bright, mischievous, imaginative.
Best for: Families, auntie/uncle dates, or anyone who wants a light wonder.
Why it’s worth leaving the house: It’s a clean joy hit — short, fun, and visually engaging.
Practical note: Easy “yes” if you want something earlier in the day.

BUY TICKETS

6) Drunk Shakespeare — The Lion Theatre (Chicago)

Drunk-Shakspeare-RJ_Lion-Theatre

Run time: ~90 minutes
Age: 21+ (ID required)
Vibe: Unpredictable, hilarious, rowdy.
Best for: Friend night, birthday energy, “I need to laugh for real.”
Why it’s worth leaving the house: Your brain gets a break because the room is doing the heavy lifting.
Practical note: If you don’t like loud, messy comedy energy — skip this one.

BUY TICKETS

7) Wait Wait… Don’t Tell Me! — Studebaker Theater (Chicago)

WaitWaitDontTellMe_Studebaker

Run time: ~2.5 hours
Age: 13+
Vibe: Comedy + current events + live audience electricity.
Best for: A lighter night where you still feel mentally engaged.
Why it’s worth leaving the house: It’s familiar and fresh at the same time — a clean way to re-enter public life.
Practical note: If you’re sensitive to heavy news weeks, this is “news-adjacent” with humor — decide based on capacity.

BUY TICKETS

Dress With Intention (Effortless Outfit Formulas for Women, Men, and Kids)

neo deco mood board

This isn’t a “fashion” section — it’s a friction remover.

A lot of people skip a night out because of one small thought: “I don’t know what to wear.”
So this section gives you simple, repeatable outfit formulas that make you feel ready fast — whether you’re going solo, on a date, with friends, or with kids.

We’re leaning into a Neo Deco mood (clean lines + structure + one polished detail). The goal: comfortable, put-together, no overthinking.


The Neo Deco rule (for everyone)

Base + Structure + One Detail

  • Base: simple neutral outfit
  • Structure: one layer that sharpens the look
  • One Detail: one polished accessory (that’s it)

For Women (3-step formula)

Base: black dress / black top + trousers/jumpsuit
Structure: blazer, long coat, or structured bag
One Detail: gold earrings OR glossy lip OR metallic clutch
Shoes: boots, sleek flats, or low heels (whatever keeps you comfortable)

Fast example: black jumpsuit + blazer + gold hoops + boots


For Men (3-step formula)

Base: dark jeans or trousers + solid tee or knit
Structure: bomber, wool coat, or blazer 
One Detail: clean watch OR leather belt OR polished shoes 
Shoes: clean sneakers for casual, boots for theatre, dress shoes for opera 

Fast example: black jeans + crewneck sweater+ wool coat + watch + boots for theatre


For Kids (2-step formula)

Kids don’t need “Neo Deco.” They need comfortable + neat.

Base: solid top + comfy pants /leggings OR simple dress, solid sweater
One Detail: clean shoes + warm layer (hoodie, cardigan, coat)
Bonus: bring a small snack/water if it’s a longer show (if allowed)

Fast example: black leggings + solid sweater + sneakers + warm coat 


Match the outfit to the type of show (quick guide)

  • Opera / big theatre: lean dressier (coat, blazer, boots/shoes)
  • Comedy night: casual is fine (clean, neat, comfortable)
  • Family show: practical wins (layers + easy shoes)

Bottom line: you’re dressing to feel ready, not to perform.


Set the mood (pre-show playlist)

1) Salome (Lyric Opera) → Opera/Drama Night (Cinematic + Slow-Build)

  1. “Time” — Hans Zimmer 

  2. “Experience” — Ludovico Einaudi 

  3. “Arrival of the Birds” — The Cinematic Orchestra 

  4. “Skyfall” — Adele 

  5. “Shake It Out” — Florence + The Machine 


2) The Dance of Death (Steppenwolf) → Opera/Drama Night (Moody + Introspective)

  1. “Cornfield Chase” — Hans Zimmer 

  2. “Outro” — M83   

  3. “Take Me to Church” — Hozier 

  4. “Lovely” — Billie Eilish & Khalid   

  5. “Holocene” — Bon Iver 


3) Holiday (Goodman Theatre) → Opera/Drama Night (Warm + Classic Romance)

  1. “Experience” — Ludovico Einaudi 

  2. “Video Games” — Lana Del Rey 

  3. “Lovely Day” — Bill Withers 

  4. “Here Comes the Sun” — The Beatles 

  5. “All I Want” — Kodaline 


4) Little Shop of Horrors (Marriott Theatre) → Comedy Night (Upbeat + Fun)

  1. “September” — Earth, Wind & Fire 

  2. “Never Too Much” — Luther Vandross 

  3. “Poison” — Bell Biv DeVoe 

  4. “Uptown Funk” — Mark Ronson feat. Bruno Mars 

  5. “24K Magic” — Bruno Mars 


5) Roald Dahl’s The Enormous Crocodile (Studebaker) → Family Show (Bright + Feel-Good)

  1. “Here Comes the Sun” — The Beatles   

  2. “Try Everything” — Shakira 

  3. “You’re Welcome” — Dwayne Johnson 

  4. “Happy” — Pharrell Williams 

  5. “Best Day of My Life” — American Authors 


6) Drunk Shakespeare → Comedy Night (Posture Up + Party Lean)

  1. “This Is How We Do It” — Montell Jordan 

  2. “Return of the Mack” — Mark Morrison 

  3. “Yeah!” — Usher feat. Lil Jon & Ludacris

  4. “Crazy in Love” — Beyoncé feat. Jay-Z 

  5. “I Wanna Dance with Somebody” — Whitney Houston 


7) Wait Wait… Don’t Tell Me! → Comedy Night (Light + Witty + Easy)

  1. “Lovely Day” — Bill Withers 

  2. “Got to Give It Up” — Marvin Gaye 

  3. “Rock with You” — Michael Jackson 

  4. “Walking on Sunshine” — Katrina & The Waves 

  5. “Can’t Stop the Feeling!” — Justin Timberlake 


Close the Night on Purpose

Your Sanctuary Night Out doesn’t need to be complicated. Pick one show, choose a simple outfit formula, play your 5-song queue, and let Chicago hold you for a couple of hours. This isn’t about escaping life — it’s about resetting your system back into motion and remembering you’re alive inside your own week.

Browse and book through my TodayTix link here.

Then close the loop when you get home: one deep breath, one glass of water, and one sentence about what you noticed. Small on purpose. That’s how the night becomes nourishment.

Disclosure: Some links may be affiliate links (at no extra cost to you). Thank you for supporting the Sanctuary.

 
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  • What to Do in Chicago This Week (Jan 26–Feb 1): 7 Shows Worth It
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