Chicago Getaway

Personalized Chicago Trip Gifts & Essentials

Shop personalized Chicago vacation gifts, travel accessories, drinkware, tote bags, and welcome bag essentials for city adventures, family vacations, girls weekends, and group getaways. Celebrate the Windy City with personalized travel favorites designed for memorable trips and iconic skyline views.

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Most Likely To Funny Baseball Hats

Get the group laughing with our Most Likely To hats for women. Featuring fun sayings that highlight each friend's personality, these hats are perfect for girls trips, bachelorette parties, birthday...

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$9.99

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A Tini Bit Hungover Sleep Masks

Recover in style with “A Tini Bit Hungover” martini sleep masks, designed for bachelorette parties, girls trips, and weekend celebrations. These playful eye masks combine humor with comfort, making...

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$7.99

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Tini Bit Tipsy Can Coolers

Turn up the cocktail energy with our Personalized “A Tini Bit Tipsy” Can Coolers. Designed for bachelorette parties, girls weekends, and birthday trips, these custom drink sleeves feature your choice...

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$4.00

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Oh Sip Martini 16oz Clear Cups

Whether you're sipping espresso martinis with your bride squad or toasting another year around the sun, these custom "Oh Sip Martini" 16oz party cups are made to serve major party vibes. Choose a bow...

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$4.99

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Bikinis and Martinis 16oz Clear Cups

Shake up your next girls trip or poolside party with our Bikinis & Martinis 16oz Custom Party Cups – the ultimate personalized drinkware for bachelorette weekends, tropical birthdays, or espresso...

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$4.99

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Martini Fan

Shake up your celebration with our Martini Custom Bachelorette Party Fans – the chic and cheeky favor that keeps your crew cool while turning up the style! Whether you're celebrating a beachside...

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$2.99

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Just in Case Heart Recovery Kit Bags

Add a thoughtful and practical touch to your celebration with our Joy & Chaos Just In Case recovery kit bags featuring a classic cross design, available with or without a heart. Perfect for wedding...

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$2.45

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Just in Case Champagne Recovery Bags

Add a refined and practical touch to your celebration with our Joy & Chaos Just In Case wedding recovery kit bags. Featuring a clean, modern design with customizable text, these cotton favor bags are...

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$2.45

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Martini Luggage Tags

Add a chic, playful touch to your next getaway with personalized martini luggage tags. Perfect for bachelorette parties, girls trips, and destination weekends, these tags bring personality and style...

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$7.99

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Cosmopolitan Baseball Hats

These custom cosmo cocktail baseball hats are perfect for a New York bachelorette, girls trip, social club birthday, or other boozy celebration. PERSONALIZATION Add a name or location (printed in...

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$9.99

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Chicago Welcome Bags

These personalized "Welcome to Chicago" city skyline bags are perfect for a trip to Chi-Town, a Windy City wedding, vacation, bachelorette, or other special event in Chicago. Choose from several...

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$2.45

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Chicago Welcome Tote Bags

These personalized "Welcome to Chicago" city skyline tote bags are perfect for a trip to the Windy city, a hometown wedding, or other special event. Choose from our canvas drawstring backpacks or our...

Regular Price

$8.50

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City Welcome Bags

These personalized "Welcome to..." city skyline bags are perfect for a trip, wedding, vacation, bachelorette, or other special event. Choose from several sizes of our popular drawstring canvas bags...

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$2.45

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Cosmpolitan Oh Sip Recovery Kit Bags

Keep the celebration cute from cocktails to recovery with our Joy & Chaos Oh Sip Cosmopolitan favor bags. Featuring a stylish cosmo glass design and up to two lines of custom text, these cotton favor...

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$2.45

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Martini Oh Sip Recovery Kit Bags

Toast in style and recover cutely with our Joy & Chaos Oh Sip martini favor bags. Featuring a classic martini glass design available with or without a pink bow and up to two lines of custom text,...

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$2.45

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Hangover Recovery Kit Bags

These hangover kit bags are the perfect favor for a boozy bash. Each reusable 4" x 6" drawstring canvas bags comes with your choice of our pink or red "Hang Over Recovery Kit" design, and are just...

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$1.95

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Sunshine Tote Bags

Customize these canvas tote bags for a Mexico vacation, trip to Cancun, or any south of the border celebration. Our modern sunshine design is available on several sizes of drawstring canvas gift...

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$2.45

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Chicago Star Tote Bags

These customized Chicago star tote bags are a classic choice for a Windy City wedding, vacation, or Chi-Town special occasion. Choose our best-selling heavy canvas tote bags, lightweight economy...

Regular Price

$8.50

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Windy City Chicago Bags

Our customized "The Windy City - Chicago" bags are perfect for a Chi-Town getaway or special event. Choose from three sizes of drawstring gift or favor bags, and personalize with 1-2 lines of your...

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$2.95

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Windy City Chicago Tote Bags

These bold customized Chicago tote bags are perfect for a Windy City getaway. Choose our best-selling heavy canvas tote bags, lightweight economy totes, or drawstring canvas backpacks and personalize...

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$8.50

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Chicago Flag Heart Tattoos

Show your love for the Windy City with these customized Chicago flag heart tattoos. This set of temporary tattoos is personalized with a name and the event you are celebrating in Chi-town! Set of 12...

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$12.99

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Gettin Down in Chi-Town Can Coolers

Celebrate your Chicago event in style with our Custom Chicago Skyline Can Coolers. Featuring a bold skyline design and “Gettin Down in Chi Town” energy, these drink sleeves are perfect for birthdays,...

Regular Price

$4.00

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Windy City Hair Tank or Shirt

Our Windy City Hair design is available on your choice of classic women's racerback tank top or soft premium cotton jersey unisex tee. Rep Chicago and our wild weather with this fun shirt! Tank Tops

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$12.99

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Chicago Skyline Favor Labels

Welcome guests to a Windy City wedding, conference in chicago, or any special event in Chi-town with these modern personalized favor labels. Choose the design color and custom select sticker styles...

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$6.00

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Custom Logo Beach Tote Bags

Create premium custom canvas tote bags personalized with your logo, artwork, or photo. Whether you're promoting your business, hosting an event, or creating memorable welcome gifts, these reusable...

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$24.00

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Modern City Skyline Can Coolers

Customize a set of these modern city skyline can coolers for a destination wedding, birthday vacation, girls trip, or a hometown celebration! Choose the skyline print color and add your custom text...

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$4.00

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Classic Cross Survival Kit Favor Bags

Create the ultimate party favor with our Joy & Chaos custom survival kit bags. Featuring personalized text and your choice of icon, these cotton favor bags are perfect for bachelorette parties,...

Regular Price

$2.45

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Gettin' Down in Chicago Tote Bags

These modern Gettin' Down in Chi-Town personalized Chicago skyline totes are perfect for a Windy City birthday, girls trip, reunion or vacay.This design is available on our best-selling canvas tote...

Regular Price

$8.50

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Gettin' Down in Chicago Bags

These Gettin' Down In Chi-Town custom party favor bags come with our modern Chicago skyline design, and are perfect for a Windy City birthday, girls trip or reunion.This design is available on three...

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$2.95

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Chicago Love & Pride Tote Bag

Personalize your tote by adding a neighborhood, location or other custom text, using up to 20 characters.Your item has been made especially for you and is a final sale.

Regular Price

$9.50

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Custom Logo: Natural Canvas Tote Bag

Have your custom logo or original artwork printed in full color on our best-selling heavy natural canvas tote bags! Available with either black or natural colored handles, these durable, useful totes...

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$6.50

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Custom Logo: Canvas Drawstring Backpack

Have your custom logo or artwork printed in full color on our natural canvas drawstring backpacks. These customized bags are perfect for group trips, bar & bat mitzvahs, birthdays, sports teams,...

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$19.50

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Chicago Getaway

Personalized Chicago Trip Gifts & Essentials

Most Likely To Funny Baseball Hats

A Tini Bit Hungover Sleep Masks

Tini Bit Tipsy Can Coolers

Oh Sip Martini 16oz Clear Cups

Bikinis and Martinis 16oz Clear Cups

Martini Fan

Just in Case Heart Recovery Kit Bags

Just in Case Champagne Recovery Bags

Martini Luggage Tags

Cosmopolitan Baseball Hats

Chicago Welcome Bags

Chicago Welcome Tote Bags

City Welcome Bags

Cosmpolitan Oh Sip Recovery Kit Bags

Martini Oh Sip Recovery Kit Bags

Hangover Recovery Kit Bags

Sunshine Tote Bags

Chicago Star Tote Bags

Windy City Chicago Bags

Windy City Chicago Tote Bags

Chicago Flag Heart Tattoos

Gettin Down in Chi-Town Can Coolers

Windy City Hair Tank or Shirt

Chicago Skyline Favor Labels

Custom Logo Beach Tote Bags

Modern City Skyline Can Coolers

Classic Cross Survival Kit Favor Bags

Gettin' Down in Chicago Tote Bags

Gettin' Down in Chicago Bags

Chicago Love & Pride Tote Bag

Custom Logo: Natural Canvas Tote Bag

Custom Logo: Canvas Drawstring Backpack

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PRE-SALES