Deals on vacations and trips to Miles

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Miles flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $323, price is now $207 per person
$207
per person
Feb 20 - Feb 22
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.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,178, price is now $538 per person
$538
per person
Jan 14 - Jan 18
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,234, price is now $685 per person
$685
per person
Mar 2 - Mar 6
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.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $512, price is now $301 per person
$301
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
Save 100% on your flight
Price was $446, price is now $287 per person
$287
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Top Miles hotels deals

Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr Galena IL
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $97 total per night
$97 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20 Galena IL
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $135 total per night
$135 total
Dec 17 - Dec 18
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this traditional hotel. Enjoy the gym and free perks like buffet breakfast and free self parking. Relax with a drink at the bar/lounge and enjoy the hot tub.
Pool
Hot Tub
Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

2.5 out of 5
11334 Oldenburg Ln Galena IL
Free Cancellation
$95 nightly
The price is $105 total per night
$105 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
2 indoor pools, a hot tub, and a gym are all featured at this hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Pool
Hot Tub
Chestnut Mountain Resort

Chestnut Mountain Resort

3 out of 5
8700 W Chestnut Mountain Rd Galena IL
$96 nightly
The price is $107 total per night
$107 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.
Pool
Parking included
Best Western Galena Inn & Suites

Best Western Galena Inn & Suites

2.5 out of 5
9923 West US Route 20 Galena IL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Dec 23 - Dec 24
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Pool
Hot Tub
Hotel Galena

Hotel Galena

2 out of 5
324 Spring St Galena IL
$168 nightly
The price is $187 total per night
$187 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, express check-out, and luggage storage are also on offer.
Breakfast included
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.

Popular places to visit

Miles Roadside Park

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

Miles Roadside Park

Miles Town Hall

After visiting Miles Town Hall, make a plan to see the other sights and activities in Miles.

Miles Town Hall

Frequently asked questions

How much are vacation packages to Miles?
Travelocity has flight and hotel packages starting from just $207. 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.

Photos of local treasures

Browse Miles vacation photos for more inspiration