Funtober is in full swing!

Oct 14, 2021

Celebrate Halloween in Chicagoland with these Spooktacular Events!

The city and suburbs are packed with haunted happenings from bar crawls and haunted houses to Fall festivals, ghost tours, and more.  So grab your group and get ready to eat, drink and be scary this October! Whether you want to book a charter to see the Fall color, visit multiple haunted houses, or you want to bar crawl into the wee hours of the morning, Aries Charter Transportation will get your where you want to go!

Check your local area for additional Halloween events or use this guide to help you plan. And please remember, while Halloween is fun, we encourage you to ‘scare responsibly.’ Please consider using Aries Charter Transportation to get you to and from your destination safely.  Click here for a quote or call 773.826.2000.

Beer Fests and Bar Crawls

2021 Chicago Beer Fest

Over 65 breweries, 200 beers and access throughout the museum.

The Chicago Beer Festival will take place at the Field Museum for a one-of-a-kind experience on Saturday, October 9th at 7PM — a night at the museum! The event will feature over 65 breweries sampling their seasonal beers.  Get your tickets online.

Old Town Brew Fest – Beer Festival

Returning for a second year, the Old Town Brew Festival will feature more than 50 special beers from more than 20 craft breweries from the Chicagoland area. Tickets required.  Event starts at 2:00 PM on Saturday, October 9th in Bloomingdale, IL.

Official Halloween Bar Crawl

Start the Halloween celebrations early on 10/23 at the Official Halloween Bar Crawl in the River North area. Tickets are limited and going fast.  Two other dates also available on 10/30 and 10/31. The crawl starts at 3PM.

Wrigleyville Halloween Crawl

Find a costume and be prepared to have a frighteningly good time at the Wrigleyville Halloween Crawl where you’ll hit all the top bars including Old Crow, Deuce’s, Roadhouse and more. Event starts on 10/30 at 7 PM.

2021 Chicago Halloween Bar Crawl

From dance parties, DJs, and live bands to costume contests … your costume wearing crew will be in heaven at this year’s “Paint the Town Halloween Red” bar crawl. Starts at 8PM on 10/30 at Beaumont Bar in Chicago.  Tickets required.

Haunted Halloween Afternoon Bar Crawl

Wicker Park Pub Crawl featuring some of the best Chicago bars in the area.  Starts at 12:00 pm and runs through 6:00 PM.  The perfect beginning to a ghoulishly good evening!

Haunted Hotel Halloween Ball 2021 at Congress Plaza Hotel

Experience a night of thrills and chills at Chicago’s biggest Halloween costume party, Haunted Halloween Ball, on Saturday, October 30, 2021 at the Congress Plaza Hotel, classified as one of the most haunted hotels in the world by USA Today! Starts at 9PM

Illumination 2021 Halloween Party

Illumination returns for a fifth time on Saturday, October 23, 2021 for what is anticipated to be its largest and most experiential event yet. Dress up in your best costume and get ready to immerse yourself in a playground of light filled with unique performances. The evening includes an open bar, DJs, laser light show and more! Tickets required.

Haunted House Crawls to the Top 5 Scariest Houses in Chicagoland

Fill your night with fright and visit Chicagoland’s scariest haunted houses. Aries Charter can shuttle you and your group from stop to the next on a customized Haunted House Crawl.

13th Floor

“Top 5 Most Terrifying Haunted Houses in the USA” by USA Today

Disturbia Haunted House

Statesville Haunted Prison – FINAL Year

Basement of the Dead

Dungeon of Doom

2021 Fall Color Getaways

The Midwest’s natural beauty comes alive in October with the changing of the leaves and crisp Fall air.  Reserve a charter for the day and soak in the brilliant fall foliage on a private motorcoach for you and your group.

Use these Fall Color guides to time your trip to peak color season.

Wisconsin Color Report

Illinois Color Report

Indiana Color Report