Chicago Private & Custom Tours - Page 2

32 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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4.56

Chicago Photography Session

From $325

1 provider live

Capture stunning memories with a local pro

All taxes, fees and handling charges

4.56

Chicago City Tour by Sedan 6 hr

From $960

1 provider live

Explore Chicago in comfort

50 miles in downtown

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 Photo Shoot at Iconic Landmarks 1 hr

From $149

1 provider live

Feel like the main character in Chicago

Guided photo tour

4.55

Chicago Vacation Photoshoot

From $161

1 provider live

Capture your best holiday moments

1-hour photoshoot: 45 professionally edited photos

4.54

Chicago Private City Tour

$750-$999

2 providers combined

Explore Chicago's iconic landmarks

Bottled water

4.54

Chicago SUV Sightseeing Tour 4 hr

From $350

1 provider live

Explore iconic Chicago landmarks

Private transportation

4.54

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

4.53

Chicago Sightseeing Transfer by Private Sedan

From $190

1 provider live

Explore Chicago in a luxury sedan

4 hours of service

4.53

Chicago Self-Guided Puzzle Quest

From $7

1 provider live

Explore vibrant Lincoln Square

24/7 customer support

4.52

Chicago Vacation Photoshoot

From $155

1 provider live

Capture stunning vacation memories

Delivered via online gallery in 4-5 working days (M-F)

4.52

Chicago Sightseeing Transfer by SUV

From $360

1 provider live

Explore Chicago in a private SUV

All taxes, fees and handling charges