Pleasant Home Tours and Activities

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $44
per adult
96% of travellers recommend
Flyover in Chicago
LEGOLAND® Discovery Center Chicago

LEGOLAND® Discovery Center Chicago

CA $37
per adult
92% of travellers recommend
LEGOLAND® Discovery Center Chicago
See all activities in Chicago

Plan a trip to see Pleasant Home

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,396, price is now CA $925 per person
CA $925
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (504 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,699, price is now CA $1,088 per person
CA $1,088
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Fue solo una noche, pero todo fue 100/10.

Reviewed on Jul 30, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was CA $4,782, price is now CA $3,136 per person
CA $3,136
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)

Tours & day trips

See all 242 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour
9.6 out of 10 with 1593 reviews
Free cancellation available
Price is CA $55 per adult
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Private & custom tours

See all 58 activities
Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Activity duration is 9 hours
9.8 out of 10 with 46 reviews
Free cancellation available
Price is CA $176 per traveller*
Chamarel 7 Colours and Waterfalls - Exclusive South West TourOpens in new tab

Food, drink & nightlife

See all 40 activities
Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks

Activity duration is 1 hour and 30 minutes
9.4 out of 10 with 39 reviews
Free cancellation available
Price is CA $59 per adult
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Classes & workshops

See all 30 activities
Chicago: BYOB Spray Paint and Sip Workshop

Chicago: BYOB Spray Paint and Sip Workshop

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 15 reviews
Free cancellation available
Price is CA $56 per adult
Chicago: BYOB Spray Paint and Sip WorkshopOpens in new tab

Attractions

See all 17 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 733 reviews
Free cancellation available
Price is CA $42 per adult
360 CHICAGO Observation DeckOpens in new tab

Stay near popular Pleasant Home attractions

Pleasant Home

7.8/10 (9 reviews)
You can spend an afternoon browsing the exhibits at Pleasant Home in Oak Park. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.
See properties

Best Lodging Options Near Pleasant Home

Carleton of Oak Park

Carleton of Oak Park

3 out of 5
1110 Pleasant St Oak Park IL
Carleton of Oak Park
Holiday Inn Express and Suites Chicago West Oak Park by IHG

Holiday Inn Express and Suites Chicago West Oak Park by IHG

2.5 out of 5
1140 Lake Street Oak Park IL
Holiday Inn Express and Suites Chicago West Oak Park by IHG
Spacious 5-bedroom house with movie room, game room and more!

Spacious 5-bedroom house with movie room, game room and more!

Berwyn IL
Spacious 5-bedroom house with movie room, game room and more!
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood IL
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Experience Chicago living near United Center

Experience Chicago living near United Center

Chicago IL
Experience Chicago living near United Center
Travel Inn

Travel Inn

2.5 out of 5
1150 Roosevelt Rd Broadview IL
Travel Inn
The Shamrock

The Shamrock

2.5 out of 5
1212 S Cicero Ave Cicero IL
The Shamrock
King Comfort apartment, Quiet, Clean, AC & WiFi

King Comfort apartment, Quiet, Clean, AC & WiFi

Chicago IL
King Comfort apartment, Quiet, Clean, AC & WiFi
Cindy Lyn Motel

Cindy Lyn Motel

2 out of 5
5029 Ogden Ave Cicero IL
Cindy Lyn Motel
See all 4,211 properties in Pleasant Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.