Book Exclusive Midlothian Vacation Packages

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Midlothian flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,603, price is now CA $1,060 per person
CA $1,060
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,734, price is now CA $1,158 per person
CA $1,158
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $4,165, price is now CA $2,806 per person
CA $2,806
per person
Jan 22 - Jan 25
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,057, price is now CA $2,112 per person
CA $2,112
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,820, price is now CA $1,271 per person
CA $1,271
per person
Jan 22 - Jan 25
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

Top Midlothian hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $197 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). 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
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $141 per night
CA $141
CA $168 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this business-friendly 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 Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $170 per night
CA $170
CA $202 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. 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
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $149 per night
CA $149
CA $177 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this boutique 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $193 per night
CA $193
CA $271 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Pool
Hot tub
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $198 per night
CA $198
CA $236 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
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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.

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

How much are vacation packages to Midlothian?
Get ready to be pleasantly surprised — you can unwind in Midlothian for as little as CA $1,060. Allow Travelocity to save you money and hassle with our awesome vacation packages. With flights, hotels and experiences all ready to be snapped up, what's holding you back?
Where can I get the best vacation package deals for Midlothian?
You can't beat Travelocity when it comes to piecing together your Midlothian package deal. There are as many as 400 airlines and 1,000,000 properties worldwide to choose from. Plan your escape now and get ready to cross another exciting destination off your list.
Why should I purchase my Midlothian vacation package via Travelocity?
We take the hassle out of travel planning. Whether you're after a new destination to wander around or want to make sure you get the best price on offer, we've got your back. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.
Can I save money on my Midlothian car rental if I bundle it with my hotel or flight?
Absolutely — combine your car, flight and hotel into a Midlothian vacation package and you'll save tons. With so many places to explore in the Midlothian area, that rental vehicle will come in handy. Once you're in the driver's seat, hit the wide open road and make tracks to Six Flags Great America, an unmissable attraction approximately 88 kilometers from Midlothian.
Which airport is best for Midlothian?
O'Hare Intl. Airport (ORD) is one of the most popular airports in Midlothian. It's roughly 40 kilometers north of the buzzing city center. Other options available to you are Midway Intl. Airport (MDW) (18 kilometers away from central Midlothian) and Lewis University Airport (LOT) (31 kilometers away from central Midlothian).

Photos of local treasures

Browse Midlothian vacation photos for more inspiration

A plate with grilled meat, bread, a bowl of beans, a bowl of pickles, and two condiment bottles.

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