Midlothian Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Your Midlothian Vacation
When a break in the city is calling, answer it with a vacation package to Midlothian. The neighborhood of Woodlawn, which is great for cycling, golfing and walking, makes a fantastic base for your adventures. Fill your itinerary with visits to Coyote Run Golf Course, Ravisloe Country Club and Veterans Memorial Park, some of the attractions you shouldn't miss during a trip to Midlothian. Whatever your travel plans or budget, organizing a tailored Midlothian vacation is a breeze with Expedia.
Top Midlothian Vacation Deals
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was CA $1,383, price is now CA $889 per person
CA $889
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (480 reviews)
The staff was friendly and the bed was very comfortable! Easy to find parking, many food options within walking distance.
Reviewed on Apr 21, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,780, price is now CA $1,054 per person
CA $1,054
per person
Jul 17 - Jul 21
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,882 reviews)
The HVAC was annoying AF. It would go on and blow cold air for 10 minutes, then be off for 15-20 minutes repeatedly. It is so loud, it kept waking me up through out the night. As a short person, I did not like the fact the bed was a challenge to get on top. Not everyone is five feet tall.
Reviewed on Apr 26, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,447, price is now CA $941 per person
CA $941
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.
Reviewed on Apr 27, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $2,140, price is now CA $1,398 per person
CA $1,398
per person
Jul 9 - Jul 12
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Wonderful Hotel will definitely be looking forward to going back.
Reviewed on Apr 25, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,416, price is now CA $928 per person
CA $928
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on Apr 25, 2026
Midlothian Hotel Deals
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 25 to May 26
CA $118
CA $182 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,657 reviews)
Great location nice hotel!
Reviewed on Apr 28, 2026
River Hotel
75 East Wacker Drive Chicago IL
The price is CA $172 per night from Apr 29 to Apr 30
CA $172
CA $202 total
Apr 29 - Apr 30
includes taxes & fees
8.8/10 Excellent! (5,143 reviews)
Everything was great until morning then our room filled up with smoke otherwise it was good
Reviewed on Apr 27, 2026
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from May 25 to May 26
CA $134
CA $160 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (3,473 reviews)
great views and clean rooms!
Reviewed on Apr 28, 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.
Discover the most popular places to visit in Midlothian
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Midlothian
Skydeck - Willis Tower Admission
CA $61
per adult
96% of travellers recommend
Explore a world of travel with Expedia
- Alsip Hotels
- Cheap Hotels in Blue Island
- Blue Island Hotels
- Inns in Blue Island
- Motels in Blue Island
- Resorts in Blue Island
- Chicago Hotels
- Apartments in Crestwood
- B&B in Crestwood
- Chalets in Crestwood
- Guest Houses in Crestwood
- Cheap Hotels in Crestwood
- Hotels with Wifi in Crestwood
- Pet-Friendly Hotels in Crestwood
- Crestwood Hotels
- Inns in Crestwood
- Motels in Crestwood
- Dixmoor Hotels
- Hotels near Gaelic Park
- Farmstay in Markham
- Aparthotels in Markham
- B&B in Markham
- Chalets in Markham
- Guest Houses in Markham
- Hostels in Markham
- Best Western Hotels in Markham
- Boutique Hotels in Markham
- Business Hotels in Markham
- Cheap Hotels in Markham
- Hotels & Resorts for Couples in Markham
- Extended Stay America Hotels in Markham
- Fairmont Hotels in Markham
- Family Hotels in Markham
- Golf Hotels in Markham
- Green Hotels in Markham
- Hotels with a Pool in Markham
- Kimpton Hotels in Markham
- Lgbt Friendly Hotels in Markham
- La Quinta Inn & Suites Hotels in Markham
- Luxury Hotels in Markham
- Motel 6 Hotels in Markham
- Pet-Friendly Hotels in Markham
- Red Roof Inn Hotels in Markham
- Romantic Hotels in Markham
- Ski Hotels in Markham
- Spa Hotels in Markham
- Hotel Wedding Venues Hotels in Markham
- Markham Hotels
- Inns in Markham
- Motels in Markham
- Resorts in Markham
- Lgbt Friendly Hotels in Oak Forest
- Luxury Hotels in Oak Forest
- Oak Forest Hotels
- Motels in Oak Forest
- Resorts in Oak Forest
- B&B in Posen
- Posen Hotels
- West Harvey Hotels
- Aon Center
- Art Institute of Chicago
- Blue Island Vacations
- Broadview Vacations
- Buckingham Fountain
- Burbank Vacations
- Cibc Theatre
- Chatham Fields Vacations
- Chicago Museum of Science and Industry
- Chicago Theatre
- Chicago Vacations
- Clearing Vacations
- Cloud Gate
- Downtown Chicago Vacations
- Garfield Park Conservatory
- Grant Park
- Hometown Vacations
- Irondale Vacations
- Loretto Hospital
- Millennium Park
- Visit Oak Forest
- Obama's House
- Phoenix Vacations
- Richard J. Daley Center
- Robie House
- Sleepy Hollow Vacations
- South Loop Vacations
- The Loop Vacations
- United Center
- Unity Temple
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
