Maxwell Street Market Tours and Activities

Plan a trip to see Maxwell Street Market

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,549, price is now CA $1,008 per person
CA $1,008
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,543, price is now CA $1,046 per person
CA $1,046
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,612, price is now CA $1,110 per person
CA $1,110
per person
Oct 28 - Nov 1
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
Amazing place to stay in Chicago!

Reviewed on Sep 18, 2026

Tours & day trips

See all 267 activities
Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

Activity duration is 1 hour
9.6 out of 10 with 1641 reviews
Free cancellation available
Price is CA $55 per adult
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Private & custom tours

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Chicago: Shooting & Spinning Art Experience (Neon Lights)

Chicago: Shooting & Spinning Art Experience (Neon Lights)

Activity duration is 45 minutes
Free cancellation available
Price is CA $159 per adult
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Food, drink & nightlife

See all 37 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 44 reviews
Price is CA $222 per adult
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Classes & workshops

See all 27 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 $50 per adult
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Attractions

See all 19 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 743 reviews
Free cancellation available
Price is CA $38 per adult
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Stay near popular Maxwell Street Market attractions

Maxwell Street Market

You can do some window-shopping at Maxwell Street Market during your stay in Chicago. Discover the fascinating museums and notable monuments in this vibrant area.
See properties

Best Lodging Options Near Maxwell Street Market

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
River Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Hilton Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Holiday Inn & Suites Chicago - Downtown by IHG
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Travelodge by Wyndham Downtown Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
Central Loop Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Club Quarters Hotel, Central Loop, Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
The Allegro Royal Sonesta Hotel Chicago Loop
See all 3,967 properties in Maxwell Street Market
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.