Things To Do in Chicago This Weekend

Chicago Tours, Tickets & Activities with availability this weekend.

264 Results
Private Vacation Photoshoot with Photographer in Chicago

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing …More

Likely to Sell Out
Likely to Sell Out

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing...

1 hour Free Cancellation
4.0 (4)
from
$135
Chicago ↔ Midway Airport, Top Rated Private Sedan Transfer

Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on City Balloon …More

Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on City Balloon...

1 to 1.5 hours Free Cancellation
5.0 (21)
from
$142
Chicago CityPASS — Save 40%

Experience 5 top attractions and save up to 50% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax …More

Experience 5 top attractions and save up to 50% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax...

9 days
4.6 (477)
from
$144
Chicago Foods Tour with The Loop, Skyline, Millennium Park

Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most …More

Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most...

3 hours Free Cancellation
4.6 (5)
from
$145
O'hare Airport Taxi (ORD) To Chicago Downtown

At Ohare Airport Taxi LLC, we specialize exclusively in private transportation to and from O’Hare Airport, located in Chicago, Illinois. Our service is designed for …More

At Ohare Airport Taxi LLC, we specialize exclusively in private transportation to and from O’Hare Airport, located in Chicago, Illinois. Our service is designed for...

15 to 360 minutes Hotel pickup offered Free Cancellation
3.8 (4)
from
$145
Chicago Attractions Pass: Save up to 50% - Includes 360 CHICAGO

Enjoy admission to more than 30 of Chicago's most popular attractions with Go City's All-Inclusive Pass. Go City lets you create your own itinerary and …More

Enjoy admission to more than 30 of Chicago's most popular attractions with Go City's All-Inclusive Pass. Go City lets you create your own itinerary and...

1 to 5 days
4.1 (90)
from
$149
Chicago Suburbs Hidden Gems: Small-Group Exploration Tour

Experience a global adventure without leaving Chicagoland! This tour blends rich cultural landmarks, stunning natural beauty, and nostalgic favorites, creating a one-of-a-kind experience. *Hotel Pickup …More

Experience a global adventure without leaving Chicagoland! This tour blends rich cultural landmarks, stunning natural beauty, and nostalgic favorites, creating a one-of-a-kind experience. *Hotel Pickup...

8 to 12 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$149
Chicago Skyline Snap Tour Helicopter Flight Over Chicago

Witness Chicago’s stunning skyline from above on this exhilarating helicopter tour. Departing from the Vertiport, the flight offers breathtaking views of the city’s iconic architecture, …More

Likely to Sell Out
Likely to Sell Out

Witness Chicago’s stunning skyline from above on this exhilarating helicopter tour. Departing from the Vertiport, the flight offers breathtaking views of the city’s iconic architecture,...

7 to 10 minutes Free Cancellation
4.0 (27)
from
$150
Photo Shoot in Chicago’s Urban Jungle Garden

Enjoy a private photoshoot in Chicago’s beautiful urban jungle at the Lincoln Park Conservatory. During this 40-minute session, I’ll help you feel confident and relaxed …More

Enjoy a private photoshoot in Chicago’s beautiful urban jungle at the Lincoln Park Conservatory. During this 40-minute session, I’ll help you feel confident and relaxed...

40 minutes Free Cancellation
5.0 (8)
from
$150
Chicago Airport Transfer: Chicago to O'Hare Airport in Luxury SUV

Exceptional Luxury SUV Chauffeur Services - When it comes to luxurious and reliable airport transfers, look no further than our elite private SUV chauffeur service. …More

Exceptional Luxury SUV Chauffeur Services - When it comes to luxurious and reliable airport transfers, look no further than our elite private SUV chauffeur service....

30 to 60 minutes Hotel pickup offered Free Cancellation
5.0 (1)
from
$150
Arrival Private Transfer: O'Hare Airport ORD to Chicago in Business Car

Your safety is our crew’s biggest priority. Before your journey even begins, your driver completely disinfects the vehicle and places free hand sanitizer in the …More

Your safety is our crew’s biggest priority. Before your journey even begins, your driver completely disinfects the vehicle and places free hand sanitizer in the...

30 minutes Free Cancellation
5.0 (1)
from
$158
Private Chicago Food Tour with Deep Dish and Beef Sandwich

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all …More

Likely to Sell Out
Likely to Sell Out

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all...

3 hours Free Cancellation
5.0 (88)
from
$160
O'Hare Airport Transfer to Chicago, Curbside - Luxury SUV

Chicago’s top-rated limo and car service — with 16+ years of proven service, licensed drivers, and full commercial insurance. Enjoy a safe, private transfer between …More

Chicago’s top-rated limo and car service — with 16+ years of proven service, licensed drivers, and full commercial insurance. Enjoy a safe, private transfer between...

30 to 60 minutes Free Cancellation
5.0 (21)
from
$160
Chicago Photo Walk to Bean and Landmarks

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together, …More

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together,...

1 hour Free Cancellation
5.0 (32)
from
$169
Chicago Airport Transfer to O'Hare & Midway Airport - Luxury SUV

- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, …More

- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe,...

1 to 1.5 hours Free Cancellation
5.0 (16)
from
$175
Midway Airport Transfer to Chicago by Luxury SUV - Curbside

- Chicago's Highest Rated Limo And Car Service - 10 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, …More

- Chicago's Highest Rated Limo And Car Service - 10 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe,...

1 to 1.5 hours Free Cancellation
5.0 (4)
from
$175
Luxury Sedan Airport Transfer: O'Hare/Midway to Downtown Chicago

After booking, please message us through City Balloon Tours with: (1) your flight number for airport pickups, (2) your exact pickup time, and (3) your …More

After booking, please message us through City Balloon Tours with: (1) your flight number for airport pickups, (2) your exact pickup time, and (3) your...

1 to 2 hours Free Cancellation
5.0 (1)
from
$175
Luxury Sedan Airport Transfer: Chicago to O'Hare/Midway

After booking, please message us through City Balloon Tours with: (1) your flight number for airport pickups, (2) your exact pickup time, and (3) your …More

After booking, please message us through City Balloon Tours with: (1) your flight number for airport pickups, (2) your exact pickup time, and (3) your...

45 to 90 minutes Hotel pickup offered Free Cancellation
5.0 (1)
from
$175
Private Chicago Guided Tour with Hotel Pickup

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour …More

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour...

4 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$178
Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding …More

Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding...

4 hours Free Cancellation
5.0 (1)
from
$179
One-Way Private Airport Transfer by Sedan

For luxury Chicago limo transportation, Ryde Luxury Limousine is the trusted provider for thousands of clients. We provide the best in luxury transportation with affordable …More

For luxury Chicago limo transportation, Ryde Luxury Limousine is the trusted provider for thousands of clients. We provide the best in luxury transportation with affordable...

30 to 45 minutes Hotel pickup offered Free Cancellation
4.0 (4)
from
$179

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