Chicago Private & Custom Tours - Page 2

38 experiences to discover

Explore the best private & custom tours tours and activities in Chicago. Our unbiased ratings help you find the perfect experiences for your trip.

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Chicago Sightseeing Transfer by SUV

From $250

1 provider live

Explore Chicago in a private SUV

All taxes, fees and handling charges

4.57

Chicago Private Boat Rental

From $2750

1 provider live

Immerse in Chicago's stunning waterways

Private yacht cruise

4.55

Chicago Private Tour for 1-3 People

From $395

1 provider live

Explore Chicago's iconic landmarks

50 miles within the city

4.55

Chicago SUV Sightseeing Tour 4 hr

From $350

1 provider live

Explore iconic Chicago landmarks

Private transportation

4.55

Chicago City Tour by SUV 4 hr

From $800

1 provider live

Explore Chicago's iconic landmarks

50 miles in downtown

4.55

Chicago Private City Tour

From $770

1 provider live

Explore iconic Millennium Park

Local guide

4.55

Chicago Photo Session with Local Photographer 30 min

From $299

1 provider live

Capture stunning moments in Chicago

The best locations, outfits and other recommendations

4.55

Chicago Photography Session

From $325

1 provider live

Capture stunning memories with a local pro

All taxes, fees and handling charges

4.55

Chicago City Tour by Sedan 6 hr

From $960

1 provider live

Explore Chicago in comfort

50 miles in downtown

4.55

Chicago Photo Shoot at Iconic Landmarks 1 hr

From $149

1 provider live

Feel like the main character in Chicago

Guided photo tour