Book Exclusive Midlothian Vacation Packages
Midlothian flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $1,426, price is now CA $833 per person
CA $833
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,846, price is now CA $1,656 per person
CA $1,656
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pendry Chicago
Downtown Chicago
Price was CA $1,860, price is now CA $1,109 per person
CA $1,109
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago - River North
Downtown Chicago
Price was CA $1,821, price is now CA $1,112 per person
CA $1,112
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,021, price is now CA $1,235 per person
CA $1,235
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Midlothian hotels deals
The Wade
644 N Lake Shore Dr, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $209 per night
CA $209
CA $245 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Pool
Pet-friendly
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $218 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $247 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Breakfast included
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $240 per night
CA $240
CA $316 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pool
Spa
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $198 per night
CA $198
CA $232 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Pet-friendly
Freehand Chicago
19 East Ohio Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $195 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
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.
Popular places to visit
Wrigley Field
4.5/5(158 reviews)
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Michigan Avenue
4.5/5(19 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
4.5/5(459 reviews)
With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Midlothian Vacations
You don't have to be brimming with local knowledge to have a fabulous time in Midlothian, but you will need to have an idea about a few basic things before you head off.
Around 18 miles (29 kilometers) to the south of the heart of Chicago, Midlothian is just one of the neighborhoods that make this city so appealing.
At last count, the population of Chicago was 2,700,000.
Places to visit in Midlothian
Itching to get out into nature and have a little fun? The wider region offers some wonderful activities for you to try, such as mountain biking. Once you've ticked that off your list, make more unforgettable vacation memories by taking yourself rock climbing.Where do you fly into for Midlothian?
If you're journeying to Midlothian, the closest terminal is Midway International Airport (MDW). It's roughly 11 miles (18 kilometers) to the north from the main area. Select an in-flight movie, sit back and you'll be landing before you know it.Frequently asked questions
Photos of local treasures
Browse Midlothian vacation photos for more inspiration
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Flights
Packages