Miles Vacations from $604
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Miles vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
$1,137
per person
Nov 28 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
27th floor bar was amazing. The rooms and facilities are just a concrete box
Reviewed on Sep 28, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$771
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
beautiful property in a great location highly recommend staying here this will be our go to spot when visiting chicago
Reviewed on Sep 28, 2026
Stay near popular Miles attractions
Miles Roadside Park
Explore the great outdoors at Miles Roadside Park, a lovely green space in Miles.
Miles Town Hall
After visiting Miles Town Hall, make a plan to see the other sights and activities in Miles.
Miles Hotel Deals
Irish Cottage Inn & Suites
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
$121 nightly
$134 total
Sep 29 - Sep 30
Total with taxes and fees
Stoney Creek Inn Galena
940 Galena Square Dr Galena IL
$94 nightly
$105 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (1,337 reviews)
"Our stay was very pleasant and we would return. The person checking us in lacked friendliness. The woman who worked the breakfast was beyond exceptional. Friendly and very helpful! Food options were very satisfying and they had my favorite…..the pancake machine!! Our room was spotless but we think ..."
Reviewed on Sep 27, 2026
Country Inn & Suites by Radisson, Galena, IL
11334 Oldenburg Ln Galena IL
Fully refundable
$93 nightly
$103 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,015 reviews)
"The front desk staff is very helpful to my questions regarding places to visit."
Reviewed on Sep 27, 2026
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.
Find the Best Miles Vacation Packages
Miles Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
More vacations you might like
Frequently asked questions
How much does a Miles vacation package cost?
You can snap up a vacation package to this popular destination from $604 on Expedia. But how much your vacation to Miles costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Miles?
If you're looking to snag a cheap Miles vacation package, consider traveling in November, December and January. You'll typically find better rates on flights and accommodations during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Miles?
Generally, a handful of days is enough to go to the major sights during your Miles vacation. But if you prefer to have more time to chill out or go on day trips, think about extending your trip.
How to find the best Miles package deals?
Use Expedia's filters to find some terrific Miles package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Miles package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Miles vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customize your Miles trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Miles?
If you're planning a spontaneous Miles trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Miles vacation packages?
If you're like us, you love going away but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Miles trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
