Miles Vacation Packages 2026 from $582

Miles flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$582

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$773

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Save 100% on your flight

$694

per person

Dec 25 - Dec 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,364

per person

Nov 18 - Nov 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

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

The Ritz-Carlton, Chicago

Downtown Chicago

Save 100% on your flight

$941

per person

Dec 21 - Dec 26

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Stay near popular Miles attractions

Miles Roadside Park

Explore the great outdoors at Miles Roadside Park, a lovely green space in Miles.

See properties

Frequently asked questions

How much are vacation packages to Miles?

Travelocity has flight and hotel packages starting from just $582. With such huge savings, you'll be saying hello to Miles in the blink of an eye.

Where can I get the best vacation package deals for Miles?

With as many as 400 airlines and 1,000,000 hotels around the world, it's hard to top Travelocity. Take advantage of our impressive range and create the perfect package deal to Miles. Doesn't it feel amazing when travel is that easy?

Why should I book my Miles vacation package via Travelocity?

Because you'll never roam on your own if you book through us, and we offer 24/7 support and top-notch service to boot. Add to that our Price Match Guarantee and a massive range of destinations to choose from. It's our job to help you have the trip of a lifetime.

Can I save money on my Miles car rental if I combine it with hotels and flights?

With a Miles vacation package, you can combine your flight, hotel and car bookings and save loads. If you can't wait to see the best of this fabulous area, why not head to Six Flags Great America? This well-known sight is 120 mi from Miles. With your own rental car, you'll be there before you know it.

Which airport is best for Miles?

There are two options for jetting into Miles, the first being Quad City Intl. Airport (MLI). It's situated 40 mi from the center of the city, while Dubuque Regional Airport (DBQ) is 30 mi away from central Miles.