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.

The Royal Sonesta Chicago River North

Downtown Chicago

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago

Downtown Chicago

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

Pendry Chicago

Downtown Chicago

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Park Hyatt Chicago

Downtown Chicago

per person

Oct 10 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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.

Arlo Chicago

Downtown Chicago

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

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

Level Chicago - River North

Downtown Chicago

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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 $567 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

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

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $239

CA $315 total

Aug 21 - Aug 22

includes taxes & fees

Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Pool

Spa

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $186

CA $219 total

Aug 25 - Aug 26

includes taxes & fees

Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pool

Pet-friendly

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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.