Magnificent Mile Vacation Packages 2026 from $610

Magnificent Mile flight + hotel vacation packages

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

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$610

per person

Jul 9 - Jul 13

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$649

per person

Jul 9 - Jul 13

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$887

per person

Jul 9 - Jul 13

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$646

per person

Jul 23 - Jul 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$765

per person

Jul 24 - Jul 27

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Top Magnificent Mile hotels deals

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

Free Cancellation

$232 nightly

$276 total

May 26 - May 27

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Pool

Spa

The Westin Michigan Avenue Chicago

909 North Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$176 nightly

$210 total

May 10 - May 11

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Spa

Pet friendly

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$148 total

May 25 - May 26

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Pet friendly

Free WiFi

River Hotel

75 East Wacker Drive Chicago IL

$117 nightly

$137 total

Apr 30 - May 1

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$138 total

May 25 - May 26

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$178 total

May 25 - May 26

Total with taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Breakfast included

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.

Popular places to visit

Water Tower view on Michigan Ave in Chicago City

Chicago Water Tower

4.5/5(975 reviews)

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Historic Michael Jordan Restaurant

Find out about the history of Chicago with a stop at Historic Michael Jordan Restaurant. Amble around this vibrant area's riverfront or experience its fascinating museums.

Lookingglass Theatre

5/5(2 reviews)

You can enjoy a show at Lookingglass Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Frequently asked questions

How much are vacation packages to Magnificent Mile?

You can land a great hotel + flight bundle for a mere $610. With one of our Travelocity vacation packages, a trip to Magnificent Mile has never been more tempting! Save your time and cash and get an early start with packing your suitcases.

Where can I get the best vacation package deals for Magnificent Mile?

For the best Magnificent Mile package deal, nothing compares to Travelocity. Select from 400 partner airlines and 1,000,000 properties worldwide to create your ideal escape — it couldn't be easier than that.

Why should I purchase my Magnificent Mile vacation package via Travelocity?

From our 24/7 customer care to our range of amazing destinations, we're committed to giving you the most unforgettable escape. All you'll have to do is click and book — our Price Match Guarantee will ensure you score the lowest price.

Can I save on my Magnificent Mile car rental if I bundle it with a hotel or flight?

Booking a Magnificent Mile vacation package with Travelocity is a surefire way to save your hard-earned money. Bundle a flight, car and hotel, or any combination of them, and get access to great discounts. You might also like to throw in some tours and experiences. After you've collected the keys to your rental car, head out of the neighborhood and discover what the area has to offer. Around 35 mi from Magnificent Mile, Six Flags Great America is worth a road trip.