Midland Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Midland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Waterside Inn
Port Credit
Save 100% on your flight
Price was $1,035, price is now $680 per person
$680
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Square One Shopping Centre and Lakefront Promenade Park are located nearby.
1 Hotel Toronto
Downtown Toronto
Save 100% on your flight
Price was $2,663, price is now $1,545 per person
$1,545
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rogers Centre and CN Tower are located nearby.
TOOR Hotel Toronto, part of JdV by Hyatt
Downtown Toronto
Save 100% on your flight
Price was $1,444, price is now $987 per person
$987
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions CF Toronto Eaton Centre and The Distillery Historic District are located nearby.
Town Inn Suites Hotel
Downtown Toronto
Price was $1,126, price is now $819 per person
$819
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CF Toronto Eaton Centre and Casa Loma are located nearby.
Cambridge Suites Toronto
Downtown Toronto
Save 100% on your flight
Price was $1,713, price is now $1,252 per person
$1,252
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Fairmont Royal York
Downtown Toronto
Save 100% on your flight
Price was $1,427, price is now $1,046 per person
$1,046
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Scotiabank Arena and Ripley's Aquarium of Canada are located nearby.
Top Hotel Deals
Quality Inn & Conference Centre
924 King Street Midland ON
2.56 km from city center
Book a stay at this business-friendly hotel in Midland. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool ...
Super 8 by Wyndham Midland
1144 Hugel Avenue Midland ON
1.81 km from city center
Book a stay at this business-friendly motel in Midland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Midland, On
877 King Street Midland ON
2.47 km from city center
Stay at this hotel in Midland. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our ...
Comfort Inn Midland
980 King St Midland ON
2.84 km from city center
Book a stay at this business-friendly hotel in Midland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Midland Inn & Suites
720 Prospect Blvd Midland ON
2.93 km from city center
Stay at this hotel in Midland. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Kings Inn Midland
751 King Street Midland ON
1.97 km from city center
Stay at this motel in Midland. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
The Captain's House bed & breakfast
423 Hugel Ave Midland ON
0.82 km from city center
Stay at this B&B in Midland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Midland Cultural Centre and Bamboo Spa are located ...
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
28.44 km from city center
Book a stay at this family-friendly hotel in Oro-Medonte. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Christie's Mill Inn & Spa, BW Premier Collection
Port Severn Road North Georgian Bay ON
14.65 km from city center
Book a stay at this beach hotel in Georgian Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Wasaga Beach Inn And Cottages
159 Main Street Wasaga Beach ON
26.92 km from city center
Book a stay at this beach motel in Wasaga Beach. Enjoy free WiFi, an outdoor pool, and daily housekeeping. Our guests praise the helpful staff in our reviews. ...
Rawley Resort, Spa & Marina, Trademark Collection by Wyndham
2900 Kellys Road Severn ON
15.11 km from city center
Book a stay at this spa resort in Severn. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Beach Club by Beach1 Motel
160 Main St Wasaga Beach ON
26.95 km from city center
Stay at this motel in Wasaga Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Wasaga Beach Provincial Park and Skull Island Adventure ...
Oasis by the Bay Vacation Suites
790 Mosley Street Wasaga Beach ON
31.51 km from city center
Stay at this motel in Wasaga Beach. Enjoy free WiFi, free parking, and a casino. Popular attractions Wasaga Beach Provincial Park and Wasaga Beach Nordic Centre ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 1 - Tue, Sep 15
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$318 Roundtrip, found 13 hours ago
$318
Roundtrip
found 13 hours ago
Tue, Sep 1 - Tue, Sep 15
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$332 Roundtrip, found 13 hours ago
$332
Roundtrip
found 13 hours ago
Tue, Sep 1 - Tue, Sep 15
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$405 Roundtrip, found 13 hours ago
$405
Roundtrip
found 13 hours ago
Tue, Sep 1 - Tue, Sep 15
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$414 Roundtrip, found 13 hours ago
$414
Roundtrip
found 13 hours ago
Mon, Aug 24 - Sat, Aug 29
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$470 Roundtrip, found 13 hours ago
$470
Roundtrip
found 13 hours ago