Metro Chicago Tours and Activities

Plan a trip to see Metro Chicago

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,207, price is now CA $798 per person
CA $798
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
Little slow to respond

Reviewed on Jun 21, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,758, price is now CA $1,194 per person
CA $1,194
per person
Sep 10 - Sep 14
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.

Reviewed on Jun 20, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,439, price is now CA $1,687 per person
CA $1,687
per person
Sep 14 - Sep 17
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Usually this is one of the best property but this time they had water pipe burst and elevators werent working because of that. It was very inconvinient for this stay.

Reviewed on Jun 20, 2026

Tours & day trips

See all 255 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour
9.6 out of 10 with 1537 reviews
Free cancellation available
Price is CA $55 per adult
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Private & custom tours

See all 66 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 32 reviews
Free cancellation available
Price is CA $177 per traveller*
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Food, drink & nightlife

See all 41 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 41 reviews
Price is CA $232 per adult
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Classes & workshops

See all 22 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 14 reviews
Free cancellation available
Price is CA $57 per adult
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Attractions

See all 21 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 718 reviews
Free cancellation available
Price is CA $38 per adult
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Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Graceland Cemetery

Graceland Cemetery

Enjoy a stop at Graceland Cemetery, a landmark worth seeing in Chicago. Experience the entertainment choices and acclaimed art scene in this vibrant area.

Graceland Cemetery
Hutchinson Street Historic District

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

Hutchinson Street Historic District

The GMan Tavern

The GMan Tavern is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Discover the lively bars and entertainment choices in this vibrant area.

The GMan Tavern

Gallagher Way

Gallagher Way is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Gallagher Way

Wrigley View Rooftop

Catch an event at Wrigley View Rooftop during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Wrigley View Rooftop

Best Lodging Options Near Metro Chicago

Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
Wrigleyville Suites
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

4 out of 5
3630 N Clark St Chicago IL
Hotel Zachary Chicago, a Tribute Portfolio Hotel
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
3475 N. Clark St. Chicago IL
The Chicago Hotel Collection - Wrigleyville
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Chicago IL
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
New home w/view & party deck - 2nd Floor

New home w/view & party deck - 2nd Floor

Chicago IL
New home w/view & party deck - 2nd Floor
2-Story 4-Bedroom Condo: 3-minute walk to Wrigley Field. King Bed

2-Story 4-Bedroom Condo: 3-minute walk to Wrigley Field. King Bed

Chicago IL
2-Story 4-Bedroom Condo: 3-minute walk to Wrigley Field. King Bed
Charming Wrigleyville Home Close to the Cubs!

Charming Wrigleyville Home Close to the Cubs!

Chicago IL
Charming Wrigleyville Home Close to the Cubs!
Wrigley Hostel

Wrigley Hostel

1.5 out of 5
3514 N. Sheffield Chicago IL
Wrigley Hostel
Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE

Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE

Chicago IL
Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
See all 4,159 properties in Metro Chicago
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.