By remaining on the Site or clicking “OK,” you consent to Zazzle’s Terms of Use and Privacy Notice, and to Zazzle’s use of cookies and similar technologies (including those provided by third parties), which retain information to enable the Zazzle experience, track interactions, advertise, and for other related purposes. You may opt-out of this tracking by updating your cookies preferences.

Save up to 25% on Select Cards & Invitations* Shop Now ➞

Save up to 15% on Select T-Shirts* Shop Now ➞

Search for products or designs

WeddingsOpens a menu with links to top wedding-related pages.

Wedding Invitations ➞
Wedding Stationery ➞
Be My Bridesmaid Cards
Bridal Shower Invites
Enclosure Cards
Engagement Party Invites
Hen Party Invitations
Reception Invites
RSVP Cards
Save the Dates
Thank You Cards
Wedding Décor ➞
Guest Books
Menus
Napkins
Place Cards
Plates
Programs
Seating Charts
Wedding Signs
Table Numbers
Favour Packaging ➞
Beer Labels
Can Coolers
Favour Bags
Favour Tags
Magnets
Stickers & Labels
Water Labels
Wine Bottle Labels
Showers & Parties ➞
Bridal Shower Supplies
Hen Party Supplies
Wedding Gifts ➞
Bridesmaid Gifts
Groomsmen Gifts

All Weddings ➞

Wedding Stationery & Décor
From save the dates to signage, design every detail of your day.

Invitations & StationeryOpens a menu with links to top invitations & stationery-related pages.

Birthday Invitations ➞
Kids' Birthday Invitations
Adult Birthday Invitations
Joint Birthday Invitations
1st Birthday Invitations

Baby Invitations ➞
Baby Shower Invitations
Birth Announcements
More Invitations ➞
Christening Invitations
Christmas Invitations
Communion Invitations
Graduation Invitations
Halloween Invitations
Moving Announcements
Party Invitations
Greeting Cards ➞
Anniversary Cards
Birthday Cards
Christmas Cards
Father's Day Cards
Graduation Cards
Mother's Day Cards
New Baby Cards
Thank You Cards
Valentine's Cards
Personal Stationery ➞
Note Cards
Postcards
Post-it® Notes

Mailing Accessories ➞
Envelopes
Envelope Seals
Return Address Labels
Rubber Stamps & Ink

All Invitations & Stationery ➞

Cards & Invitations 
Personalise premium stationery for any event or milestone.

Gift Wrap & Party SuppliesOpens a menu with links to top crafts & party supplies-related pages.

Gift Wrapping ➞
Gift Bags
Gift Tags
Ribbon
Stickers & Labels
Tissue Paper
Wrapping Paper
Party Signs ➞
Backdrops
Banners
Posters & Prints
Party Stationery ➞
Guest Books
Menus
Place Cards
Programs
Table Numbers
Party Tableware ➞
Paper Cups
Paper Bowls
Paper Napkins
Paper Plates
Favours & Packaging ➞
Can Coolers
Favour Bags
Favour Boxes
Favour Tags
Food & Drink Labels

All Gift Wrap & Party ➞

Gift Wrap & Party Supplies
Make their day with personalised wrapping & party decorations.

Business EssentialsOpens a menu with links to top office & school-related pages.

Business Cards ➞
Bakery Business Cards
Beauty Business Cards
Construction Business Cards
DJ Business Cards
Hair Stylist Business Cards
QR Code Business Cards
Name Tags & Badges ➞
Marketing Materials ➞
Appointment Cards
Brochures
Flyers
Gift Certificates
Loyalty Cards
Menus & Price Lists
Referral Cards
Displays & Packaging ➞
Display Cards
Hang Tags & Inserts
Product Labels

Business Stationery ➞
Notebooks
Post-it® Notes
Rubber Stamps & Ink
Business Signs ➞
Banners
Posters & Prints
Window Decals

Calendars ➞

All Business ➞

Business Essentials
Boost your brand with quality business cards & marketing materials.

Art & HomeOpens a menu with links to more categories of top pages.

Mugs ➞
Funny Mugs
Photo Mugs

Barware ➞
Beer Glasses
Can Coolers
Shot Glasses
Whiskey Glasses
Wine Glasses
More Homeware ➞
Aprons
Blankets
Christmas Tree Decorations
Cushions
Posters & Prints ➞
Abstract Posters
Botanical Posters
Fine Art Posters
Nursery Posters
Travel Posters
Vintage Posters

Art & Home 
Style your space with personalised posters, cushions, mugs & more.

T-Shirts & Accessories

T-Shirts ➞
Men's T-Shirts
Women's T-Shirts

Birthday T-Shirts
Funny T-Shirts
Photo T-Shirts
Vintage T-Shirts
Wedding T-Shirts
Accessories ➞
Badges
Beach Towels
Hats
Luggage Tags
Socks
Ties
Tote Bags
Sports & Games ➞
Golf Balls
Playing Cards
Puzzles

T-Shirts, Tote Bags & More
From business to birthdays to bridal showers, customise items for any occasion.

Create Your OwnOpens a menu with links to top Create-Your-Own products.

T-Shirts & Accessories
Badges
Hats
Socks
Ties
Tote Bags
T-Shirts

Sports & Games
Golf Balls
Playing Cards
Puzzles
Art & Home
Aprons
Blankets
Christmas Tree Decorations
Cushions
Mugs
Posters
Gift Wrap & Party
Paper Napkins
Party Signs
Stickers
Wrapping Paper
Business
Business Cards
Flyers
ID Badges
Post-it® Notes
Invitations & Stationery
Greeting Cards
Guest Books
Invitations
Menus
Programs
Return Address Labels
Rubber Stamps
Save the Dates

All Create Your Own ➞

Create Your Own
Make your own mugs, t-shirts & more with our easy design tool.

Popular Vintage Chicago T-Shirts & Shirts

Popular Vintage Chicago T-Shirts & Shirts

794 results

Toddler Tops & T-Shirts

Women's T-Shirts

Cotton

Blends

Premium Tri-Blends

Short Sleeve...

Raglan...

Hoodie...

Pocket...

Extended Sizing

Standard

Unisex

Fitted

Short Sleeve...

Long Sleeve...

3/4 Sleeve...

$25 to $50

$50 to $75

$75 to $100

Anderson Design Group...

Lantern Press Store...

Saturday Evening Post Sports Collection...

StockTrek Images...

University of Wyoming Information...

Fabric

Style

Colour

Size & fit

Sleeve length

Price

Design Style

Officially Licensed

Events & Occasions

Recipients

Brand

Creator Store

Makers

Design Options

Number of Photos

Design Colour

Sort by:

Save 15%

Blum's Vintage Chicago T-Shirt

Sale Price $31.07.$31.07 Original Price $36.55.$36.55

Save 15%

Chicago Skylines Retro Vintage Style For Chicagoan T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Vintage Art Deco 1933 Chicago World's Fair Expo T-Shirt

Sale Price $38.25.$38.25 Original Price $45.00.$45.00

Save 15%

Chicago Police VINTAGE STAR Baby T-Shirt

Sale Price $23.08.$23.08 Original Price $27.15.$27.15

Save 15%

Wrigleyville Chicago Vintage T-Shirt

Sale Price $40.12.$40.12 Original Price $47.20.$47.20

Save 15%

Classic Chicago Baseball Fan Retro Vintage T-Shirt

Sale Price $41.65.$41.65 Original Price $49.00.$49.00

Save 15%

Vintage Style Chicago Skyline Travel Vacation T-Shirt

Sale Price $36.94.$36.94 Original Price $43.45.$43.45

Save 15%

Chicago Football - Vintage Gridiron Legacy Cub Sty T-Shirt

Sale Price $38.72.$38.72 Original Price $45.55.$45.55

Save 15%

Retro Chicago Vintage Script T-Shirt

Sale Price $43.86.$43.86 Original Price $51.60.$51.60

Save 15%

Vintage Chicago Flag Skyline T-Shirt

Sale Price $37.83.$37.83 Original Price $44.50.$44.50

Save 15%

Chicago Flag Skyline Vintage Retro Illinois IL Cit T-Shirt

Sale Price $40.12.$40.12 Original Price $47.20.$47.20

Save 15%

Chicago Skylines Retro Vintage Style For Chicagoan T-Shirt

Sale Price $40.12.$40.12 Original Price $47.20.$47.20

Save 15%

Chicago Flag Skyline Vintage Retro Illinois IL Cit T-Shirt

Sale Price $40.12.$40.12 Original Price $47.20.$47.20

Save 15%

Chicago House Music - Vintage DJ Old School EDM T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Chicago house est 1984 House party DJ T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago House Music - Disco EDM DJ Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago House Music 4 Life - Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Flag Skyline Vintage Illinois - Chicago T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago House Music Disco EDM DJ Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago House Music Vintage DJ EDM Stylish T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Chicago house est 1984 House party DJ T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Chicago Polish Eagle Flag T-Shirt

Sale Price $51.60.$51.60 Original Price $60.70.$60.70

Save 15%

Chicago World's Fair Vintage Travel Poster T-Shirt

Sale Price $28.39.$28.39 Original Price $33.40.$33.40

Save 15%

Chicago Heights Illinois Vintage Distressed Souven T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Chicago Illinois Skyline Cityscape Retro S T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Flag Skyline Vintage Retro Illinois IL Cit T-Shirt

Sale Price $49.18.$49.18 Original Price $57.85.$57.85

Save 15%

Chicago House Music - Vintage Rainbow Edm Dj Rave T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Illinois IL Vintage American Flag Sports T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Retro Vintage Chicago Skyline City 70s 80s Souveni T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Great Chicago Fire, Vintage Triumph Insurance Co. T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Chicago Skyline City Baseball T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Vintage Chicago Illinois 1833 souvenir T-Shirt

Sale Price $40.12.$40.12 Original Price $47.20.$47.20

Save 15%

Chicago Flag Plaid Vintage t shirt

Sale Price $31.07.$31.07 Original Price $36.55.$36.55

Save 15%

Vintage Retro Chicago Baseball Est 1870 Baseball L T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Wrigleyville Chicago Vintage T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

70's 80's USA City - Vintage Chicago T-Shirt

Sale Price $41.65.$41.65 Original Price $49.00.$49.00

Save 15%

Vintage Travel, Greetings from Chicago Illinois T-Shirt

Sale Price $37.70.$37.70 Original Price $44.35.$44.35

Save 15%

Chicago House Music Vintage Vinyl Dj Raver Flag Sk T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Illinois Vintage Sunset Retro City State U T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Chicago House Music - Vinyl DJ Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Chicago Illinois Skyline Cityscape Retro S T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Vintage Chicago Illinois Skyline Cityscape Retro S T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Chicago Teachers Union Red For Ed Vintage Apple Sh T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Chicago House Music Disco EDM DJ Vintage Rave T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Lincoln Park, Chicago 1915 Vintage T-Shirt

Sale Price $35.19.$35.19 Original Price $41.40.$41.40

Save 15%

Chicago New York Central Lines Vintage T-Shirt

Sale Price $38.25.$38.25 Original Price $45.00.$45.00

Save 15%

Chicago House Music - Vintage Stylish EDM Rave T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

CHICAGO IL ILLINOIS Vintage Retro Style Men Women T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Skylines Retro Vintage Style For Chicagoan T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

The Lead Sled Shed Chicago Il Vintage Car Design T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Vintage Chicago Baseball Lover Players For Men Wom T-Shirt

Sale Price $38.68.$38.68 Original Price $45.50.$45.50

Save 15%

Chicago City T 1970s Disco Retro Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Style Hot Dog Lover Summer Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Chicago Style Hot Dog Lover Summer Vintage T-Shirt

Sale Price $40.63.$40.63 Original Price $47.80.$47.80

Save 15%

Vintage Retro Motorcycle Chicago Since 2010 T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Chicago Skyline Retro Vintage Vaporwave Cyberpunk T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Chicago Vintage Baseball for Men and Women T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

The Lead Sled Shed Chicago Il Vintage Car T-Shirt

Sale Price $49.81.$49.81 Original Price $58.60.$58.60

Save 15%

Vintage Retro Motorcycle Chicago Since 1981 T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

Save 15%

Chicago Teachers Union Red For Ed Vintage Apple Sh T-Shirt

Sale Price $41.14.$41.14 Original Price $48.40.$48.40

쎂Previous 4 5 6 7 8 Next쎃

The Zazzle Promise

Order with Confidence
If something goes wrong on our end, we'll make it right, on every order. Learn more!
Easy International Delivery
No-hassle-free shipping with no surprise fees. We cover any customs & duties.
Secure Shopping Guaranteed
100% Secure payment with SSL Encryption.

Search Feedback

Did you find what you were looking for?

YesNo

If you need help or have a question for Customer Service, please visit our Help Centre

Get Exclusive Offers

About
Press
Careers

My Account
Track my order
Return Policy
Help

Sell on Zazzle
Ambassador Program

Sitemap
Blog
Content Filter:

Choose a region and language

User Agreement | Privacy Notice