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.
Level Chicago - River North
Downtown Chicago
Price was CA $1,887, price is now CA $1,262 per person
CA $1,262
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,019 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,999, price is now CA $1,337 per person
CA $1,337
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,849, price is now CA $1,308 per person
CA $1,308
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,127 reviews)
We were celebrating an anniversary. We had a greay stay. It was close to all the shopping and restaurants, staff were great and helpful. We will be back again!
Reviewed on Jun 18, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,617, price is now CA $1,914 per person
CA $1,914
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
There charges are not clear, unnecessary security deposit, long hold period and I don't even know if they refunded my security deposit as haven't received any bill/receipt post checkout
Reviewed on Jun 18, 2026
Midlothian Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,135 reviews)
"Thank you for everything"
Reviewed on Jun 19, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is CA $182 per night from Jun 29 to Jun 30
CA $182
CA $217 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,597 reviews)
"Beautiful facility! I loved Chicago which was my first time here. The staff were very nice!"
Reviewed on Jun 19, 2026
Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jun 30 to Jul 1
CA $194
CA $272 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (3,014 reviews)
"Great room! Lots of space and clean."
Reviewed on Jun 19, 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
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
CA $69
per adult
94% 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.
