Top 6 Night Tours in Chicago, Illinois (IL)

October 3, 2021 Tonie Szymanski

The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
Restaurants in Chicago

1. Gangsters and Ghosts Tour in Chicago

71 E Wacker Dr, Chicago, IL 60601, USA Chicago Gangsters and Ghosts Tours
Excellent
85%
Good
9%
Satisfactory
4%
Poor
1%
Terrible
1%
Overall Ratings

4.7 based on 1,362 reviews

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago! You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.

Inclusions: Walking tour of Chicago’s gangsters and ghost stories

Exclusions: Gratuities

Reviewed By Susanne W

Thoroughly enjoyed this tour with Stefan. He was knowledgeable, funny and a great ambassador for his hometown. You learn a lot of interesting and fun facts about the city, Capone and other interesting characters.

2. Chicago Night Crimes Bus Tour

163 E Pearson St, Chicago, IL 60611, USA Chicago Crime Tours and Experiences
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.7 based on 57 reviews

Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the St Valentine's Day massacre * Stops on-and-off the bus at famous crime sites * True Crime history * Historic video footage * Interactive live commentary * Crime quiz * Souvenir pamphlet with photos * Luxury climate-controlled bus * So much more! Some of the world’s most notorious criminals, mobsters & gangsters bamboozled their way through Chicago. Escape into the city’s criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more. From a luxury coach, see the sites of storied crime scenes including Biograph Theatre, Holy Name Cathedral, and the St Valentine's Day Massacre, one of Chicago's most notorious murders. Snap photos of the historic criminal courthouse, and hop on-and-off the coach to walk the path that Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths.

Inclusions: Luxury temperature controlled coach bus, Professional tour guide and chauffeur, Live commentary on board, Photo opportunities off the bus at infamous crime scenes, Test your knowledge with the Crime Quiz, Historic video footage, Keepsake brochure with special offers

Exclusions: Gratuity

Reviewed By ElayneG159

We had an amazing tour guide Michael who entertained us with history. The time on the tour flew by. My 11 year old granddaughter was interested the entire tour

3. Chicago Haunted Halloween Segway Tour

300 E Monroe St, Chicago, IL 60601, USA Absolutely Chicago Segway Tours
Excellent
50%
Good
50%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 4 reviews

Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your local guide, and see alleys, hotels and sites of some of the most gruesome disasters and murders in Chicago’s history. During your spooky adventure through the city, you’ll also see Chicago's famous landmarks lit up in glistening lights. Join in the Halloween fun all October long! Costumed guides and ghoulish tales--this haunting good-time is not to be missed!

Inclusions: Certified Segway tour guide, Thorough Segway orientation, Helmet and a bag on the Segway to store personal belongings, Bag for personal belongings

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By 355ron

We were in Chicago just for the weekend from Michigan. We decided to do the 2 hour lakeside tour and are so glad we did. it's a great excursion and our 13 year olds loved it. Our tour guide Cedar was really knowledgable and a joy to be around.

4. Big Bus Chicago Night Tour

98 E Wacker Dr, Chicago, IL 60601, USA Big Bus New York
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.2 based on 39 reviews

Enjoy a panoramic night-time sightseeing bus tour and be dazzled by the bright lights of Chicago. See the entire skyline lit up from the Museum Campus, discover River North’s vibrant nightlife scene, and travel every inch of Michigan Ave from The Magnificent Mile to The Cultural Mile, all in one exciting loop.

Inclusions: 75-minute Night Bus Tour, Live commentary on board (English Live Guide)

Exclusions: Hotel pickup and drop-off

Reviewed By 959lauranp

We had the best bus driver/tour guide EVER. He was knowledgeable, friendly, funny and he gave us extra commentary (aside from what the pre- recorded message gave us). He goes above and beyond to make the ride enjoyable and make sure you learn as much as you can about the city. He loves his job and it truly shows. If you are able to take this tour be sure to get John as your driver - YOU WILL NOT BE DISAPPOINTED. And if possible and you enjoy yourself ..show him your appreciation (a tip ) during or before you get off.

5. 2-Hour Chicago City Lights Evening Segway Tour

300 E Monroe St, Chicago, IL 60601, USA Absolutely Chicago Segway Tours
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

3.9 based on 7 reviews

See Chi-Town in a brand new light by night on this City Lights Segway Tour. There’s nothing quite like spending a summer evening along the  Lakefront trail on this illuminated night tour.. Glide to luminous Soldier Field, enjoy the architecture of the Museums, experience Chicago’s breathtaking skyline, and enjoy the dancing 150 water spouts and the evening lights show at Buckingham Fountain. What better way to make a night special then on this breathtaking City Lights Segway Tour?

Inclusions: Professional guide, Use of segway and helmet

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By 355ron

We were in Chicago just for the weekend from Michigan. We decided to do the 2 hour lakeside tour and are so glad we did. it's a great excursion and our 13 year olds loved it. Our tour guide Cedar was really knowledgable and a joy to be around.

6. Dueling Pianos Boat Party Cruise in Chicago

Island Party Hut, 355 Chicago Riverwalk, Chicago, IL 60601, USA Island Party Boat

Windy City Dueling Pianos combines high energy live music played on two pianos by two highly skilled entertainers with hilarious, interactive comedy! Enjoy the show on one of our premiere boats with full bar, views of the city, and a musical comedy extravaganza. This cruise is for anyone looking for an entertaining evening.

Inclusions: River Cruise

Exclusions:

Reviewed By Jacquie B

Girls Road trip 2021...we had a fantabulous time and Jonathan the bartender was amazing!!! We will definitely be back!

ThingsTodoPost © 2018 - 2024 All rights reserved.