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Miles Vacation Packages
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Save up to CA $775 when you book a flight and hotel together*
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Top Miles Vacation Deals
Price found within the past 48 hours. Click for updated prices.
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![W Chicago - Lakeshore](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/ef4af048_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
W Chicago - Lakeshore
Downtown Chicago
Save 100% on your flight
per person
Aug. 24 - Aug. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (1,006 reviews)
Good stay at the W, staff was very nice and organized.
Would stay there again for sure.
Reviewed on Jun. 17, 2024
![Virgin Hotels Chicago](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/63f8ab3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug. 16 - Aug. 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,230 reviews)
Location is amazing, super friendly staff. Will definitely be back soon
Reviewed on Jun. 17, 2024
![Chicago Marriott Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/f760b2cf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
Aug. 8 - Aug. 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,015 reviews)
The location of the hotel was just perfect and felt very safe. The area is absolutely beautiful. The hotel staff were lovely. The only downfall was when we arrived. They said there would be an additional $25 luxury tax per day. Why wasn’t that included at the time booking? Was like we had no choice or we would have no hotel room.
Reviewed on Jun. 18, 2024
Miles Hotel Deals
![Stoney Creek Inn Galena](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/5d9bdd7e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Stoney Creek Inn Galena
940 Galena Square Dr, Galena, IL
The price is CA $135 per night from Jun. 25 to Jun. 26
CA $135
CA $149 total
includes taxes & fees
Jun 25 - Jun 26
9/10 Wonderful! (1,016 reviews)
"Great location, great price. No complaints"
Reviewed on Jun. 16, 2024
![Irish Cottage Inn & Suites](https://images.trvl-media.com/lodging/62000000/61520000/61517800/61517759/cd2e64f4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Irish Cottage Inn & Suites
9853 US-20, Galena, IL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Jun. 24 to Jun. 25
CA $163
CA $209 total
includes taxes & fees
Jun 24 - Jun 25
9.4/10 Exceptional! (977 reviews)
"Great restaurant with live music and vegan options. Free shuttle to downtown Galena."
Reviewed on Jun. 16, 2024
![Country Inn & Suites by Radisson, Galena, IL](https://images.trvl-media.com/lodging/1000000/670000/660100/660026/c27dc4c7_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Country Inn & Suites by Radisson, Galena, IL
11334 Oldenburg Ln, Galena, IL
Fully refundable
The price is CA $167 per night from Jun. 24 to Jun. 25
CA $167
CA $185 total
includes taxes & fees
Jun 24 - Jun 25
9.2/10 Wonderful! (1,000 reviews)
"Amy at breakfast was great, even took our pictures. Pool was great."
Reviewed on Jun. 18, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Miles
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.