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Private Tours in Chicago: Compare 106 Options (October 2026)

Independent comparison Prices checked October 3, 2026 Prices shown in USD 106 options compared

Our top pick is Art Institute of Chicago Skip-the-Line Exclusive Guided Tour (2.5 h, ★ 5.0 (350)). Well-rated options start at $84.99 from, per person, and 96 of 106 options offer free cancellation.

Our picks

Best overall

Art Institute of Chicago Skip-the-Line Exclusive Guided Tour

2.5 h · ★ 5.0 (350) $90.10 from, per person
Free cancellation
Highest weighted rating of 8 options with 50+ reviews. Check availability
Lowest price

Chicago-Style Holiday Hike: Festive Food and Walking Tour

3 h · ★ 4.9 (81) $84.99 from, per person
Free cancellation
Lowest starting price among the well-rated options. Check availability
Private option

Art Institute of Chicago Private Expert Guided Tour

2 h · ★ 5.0 (128) $215 from, per person
Free cancellation
Highest-rated private tour: only your group. Check availability

Compare the options

Option Duration Rating Price Book
Art Institute of Chicago Skip-the-Line Exclusive Guided Tour
Free cancellation Private
2.5 h ★ 5.0 (350) $90.10
from, per person		 Check
Art Institute of Chicago Private Expert Guided Tour
Free cancellation Private
2 h ★ 5.0 (128) $215
from, per person		 Check
Chicago Private Custom City Tour with Hotel Pick Up
Free cancellation Private
3 h–4 h ★ 4.9 (209) $539
from, per person		 Check
Private Magnificent Mile Architecture Tour and 360 Chicago Ticket
Free cancellation Private
2 h ★ 4.9 (81) $235
from, per person		 Check
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Free cancellation Private Likely to sell out
2 h ★ 5.0 (73) $508
from, per person		 Check
Chicago-Style Holiday Hike: Festive Food and Walking Tour
Free cancellation Private
3 h ★ 4.9 (81) $84.99
from, per person		 Check
Private Chicago Food Tour with Deep Dish and Beef Sandwich
Free cancellation Private Likely to sell out
3 h ★ 5.0 (87) $225
from, per person		 Check
Private 45-Minute Chicago Skyline Helicopter Tour
Free cancellation Private
45 min ★ 4.8 (134) $849
from, per person		 Check
Lincoln Park Zoo & Nature Museum Private Tour
Free cancellation Private
2 h ★ 5.0 (22) $275
from, per person		 Check
History and Architecture of Chicago Loop Walking Tour
Free cancellation Private
2 h ★ 5.0 (27) $33
from, per person		 Check

Explore all 106 options

  1. Art Institute of Chicago Skip-the-Line Exclusive Guided Tour 2.5 h · ★ 5.0 (350)
    Free cancellation Private
    $90.10 from, per person Check availability
  2. Art Institute of Chicago Private Expert Guided Tour 2 h · ★ 5.0 (128)
    Free cancellation Private
    $215 from, per person Check availability
  3. Chicago Private Custom City Tour with Hotel Pick Up 3 h–4 h · ★ 4.9 (209)
    Free cancellation Private
    $539 from, per person Check availability
  4. Private Magnificent Mile Architecture Tour and 360 Chicago Ticket 2 h · ★ 4.9 (81)
    Free cancellation Private
    $235 from, per person Check availability
  5. Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago 2 h · ★ 5.0 (73)
    Free cancellation Private Likely to sell out
    $508 from, per person Check availability
  6. Chicago-Style Holiday Hike: Festive Food and Walking Tour 3 h · ★ 4.9 (81)
    Free cancellation Private
    $84.99 from, per person Check availability
  7. Private Chicago Food Tour with Deep Dish and Beef Sandwich 3 h · ★ 5.0 (87)
    Free cancellation Private Likely to sell out
    $225 from, per person Check availability
  8. Private 45-Minute Chicago Skyline Helicopter Tour 45 min · ★ 4.8 (134)
    Free cancellation Private
    $849 from, per person Check availability
  9. Lincoln Park Zoo & Nature Museum Private Tour 2 h · ★ 5.0 (22)
    Free cancellation Private
    $275 from, per person Check availability
  10. History and Architecture of Chicago Loop Walking Tour 2 h · ★ 5.0 (27)
    Free cancellation Private
    $33 from, per person Check availability
  11. Private Chicago History Museum Tour 2 h · ★ 5.0 (27)
    Free cancellation Private
    $163 from, per person Check availability
  12. Chicago in Spanish. Architecture. Mafia, Interiors, Underground 3 h · ★ 5.0 (11)
    Free cancellation Private
    $45 from, per person Check availability
  13. Private Chicago Foodie Tour 4 h · ★ 5.0 (6)
    Free cancellation Private Likely to sell out
    $288 from, per person Check availability
  14. Chicago Downtown Sports History Adventure 2 h · New
    Free cancellation Private
    $5 from, per person Check availability
  15. Discover Chicago: A Self-Guided Walking Tour 8.5 h · ★ 2.0 (1)
    Free cancellation Private
    $1.13 from, per person Check availability
  16. Private Chicago City Minibus Tour 2 h · ★ 5.0 (1)
    Free cancellation Private Likely to sell out
    $999 from, per person Check availability
  17. Chicago Suburbs Hidden Gems: Small-Group Exploration Tour 8 h–12 h · ★ 4.4 (7)
    Free cancellation Private
    $269 from, per person Check availability
  18. Private Chicago Street Food Walking Tour With A Local Guide 3 h · New
    Free cancellation Private
    $299 from, per person Check availability
  19. Resilience and Revolution: Audio Tour of Chicago’s Black History 2 h–2.5 h · New
    Free cancellation Private
    $14.99 from, per person Check availability
  20. Bizarre Wicker Park: Medicine and Mobsters Self-Guided Audio Tour 45 min–1.3 h · New
    Free cancellation Private
    $9.99 from, per person Check availability
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