Michigan Avenue Vacation Deals: Michigan Avenue, Downtown Chicago Holidays

Michigan Avenue vacation package deals

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

Arlo Chicago

Downtown Chicago

CA $416

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Art Villa

West Town

CA $1,221

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Chicago (ORD)

Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

theWit Chicago, a Hilton Hotel

Downtown Chicago

CA $473

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Park Hyatt Chicago

Downtown Chicago

CA $1,360

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $987

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Level Chicago - River North

Downtown Chicago

CA $914

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Michigan Avenue?

You'll want to check out Travelocity's incredible CA $416 Michigan Avenue package deal. With the money you save on your hotel and return flights, you'll be able to splash out on some unforgettable luxury experiences. Michigan Avenue, here you come!

Where can I get the best vacation package deals for Michigan Avenue?

Travelocity is where to go to score a sensational Michigan Avenue package deal. Select from as many as 400 airlines and 665,000 properties worldwide and craft a travel itinerary that's perfect for you. With so much choice, it's easy to plan your next big getaway.

Why should I purchase my Michigan Avenue vacation bundle with Travelocity?

Travel is all about making cherished memories and leaving all your stresses behind — which is why we provide you with a friendly team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our impressive range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.

Can I go on vacation to Michigan Avenue at this time?

Travelocity has all the local knowledge to help make your vacation dreams come true, so before arranging your trip to Michigan Avenue, look over our Covid-19 Travel Advisor. This is where you can discover current info about quarantine policies, travel restrictions and a whole lot more.

Top Michigan Avenue hotel deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $238

CA $279 total

Nov 2 - Nov 3

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Free WiFi

Restaurant

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $99

CA $141 total

Nov 25 - Nov 26

includes taxes & fees

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pet-friendly

Free WiFi

Holiday Inn Chicago Dwtn - The Mart by IHG

350 West Wolf Point Plaza, Building 2, Chicago, IL

Free cancellation

CA $168

CA $197 total

Nov 24 - Nov 25

includes taxes & fees

Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Pool

Free WiFi

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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.

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