Seasonal Chicago

Summer, Winter, Spring, and Fall all bring different activities to enjoy in Chicago! Check out our favorite things to see and do during different times of the year.

Chicago Street Festivals: May

There is a different Chicago Street Festival every weekend of the summer, if not more than one! Check out our guide to May’s festival’s to kick off the summer.

Anti-Valentine’s Day 2012

The single and Valentine’s Day haters have banded together to make this day bearable for Chicagoans. Behold the five best ways to celebrate Anti-Valentine’s Day

Merry Christmas from!

Merry Christmas!

Christmas in Chicago

From the Chistkindl Market to Zoo Lights to WinterFest, Chicago is full of holiday spirit. So get out, go ice skating, check out Macy’s holiday windows, and enjoy the season! It won’t last all winter…

Christmas Tree Farms and Lots

Do you smell that pine? It isn’t just the gin I’m drinking that put the jovial jolt of juniper in the air—Christmas is coming. If you want to venture to get your tree from a tree farm and not just some lot on Halsted, here’s a list of tree farms in the area.

UPchicago Holiday Gift Guide

It’s that time of year again. The holidays are creeping up on us, and let’s be real — most of us haven’t finished our shopping yet. Check out this collection of great local gift ideas for everyone on your list.

Winter Ice Skating Rinks in Chicago

Ah, ice skating. A winter tradition, and one of the only things that will tear Chicagoans from their cozy fireside cocoons before heading back for a cup of hot cocoa or cider. Whether you’re a novice or pro, getting out for at least one skate is a must.

Happy Thanksgiving from UPchicago!

Happy Thanksgiving from UPchicago!

Chicago Zoo Lights: A Holiday Tradition

Starting in late November, a Chicago holiday tradition will be unveiled at the Lincoln Park Zoo. More than a million sparkling lights fill the zoo, creating one of the brightest parts of a Chicago winter.

5 Kickass… Streets for Holiday Shopping in Chicago

5 Kickass… Streets for Holiday Shopping in Chicago

Don’t know where to snag the best gifts for everyone on your list this year? Here are our 5 kickass ways to get through your holiday shopping in Chicago — sans malls! Hint: they’re our favorite shopping streets in the city…

CTA Holiday Train

So you’re waiting for the L on your way to work; it’s freezing, you missed your alarm and woke up late, this is gonna be a bad day. But, wait! It’s Santa… on the L? Yep, it’s the CTA holiday train, and it’s coming to a station near you!

Magnificent Mile Lights Festival

Chicago’s famous fashion avenue dresses up in over one million lights for the 20th annual Magnificent Mile Lights Festival this Saturday November 19.

5 Kickass… Holiday Shows in Chicago

5 Kickass… Holiday Shows in Chicago

Ready or not, the holiday season is upon us, and you know what that means… ugly Christmas sweaters and peppermint schnapps, of course! But for those searching for a little intellectual stimulation and entertainment between the white elephant exchanges and ornament hanging, there is no lack of holiday theater options.

Chicago Area Haunted Houses

For many Chicagoans, visiting a haunted house is a must during October, even making city die-hards travel to the suburbs for the most terrifying haunted homes and graveyards.