Midlothian Vacations from $541

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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.

The Latest Midlothian vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $911, price is now $541 per person
$541
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Very nice and clean hotel. Wonderful break fast buffet with good selection of food.

Reviewed on May 6, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,514, price is now $846 per person
$846
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (462 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,289, price is now $808 per person
$808
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (468 reviews)
Love the amenities. Great location too

Reviewed on May 3, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,531, price is now $1,007 per person
$1,007
per person
Jun 26 - Jun 29
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (973 reviews)
Rooms were cleaned I liked how secure the hotel was.

Reviewed on Apr 29, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,052, price is now $694 per person
$694
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking

Reviewed on May 3, 2026

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Discover the most popular places to visit in Midlothian

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

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.

Naval Base Great Lakes
Navy Pier

Navy Pier

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Midlothian

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$27
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

$38
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Midlothian

Midlothian Hotel Deals

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (2,683 reviews)
Friendly staff. Good location

Reviewed on May 5, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$135 nightly
The price is $161 total per night from May 26 to May 27
$161 total
May 26 - May 27
Total with taxes and fees
8.8/10 Excellent! (5,170 reviews)
Perfect for couples and the location is amazing

Reviewed on May 6, 2026

River Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$151 nightly
The price is $180 total per night from May 27 to May 28
$180 total
May 27 - May 28
Total with taxes and fees
9.4/10 Exceptional! (4,070 reviews)
Very nice and clean hotel. Wonderful break fast buffet with good selection of food.

Reviewed on May 6, 2026

Hotel Riu Plaza Chicago
See all 3,140 properties in Midlothian
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.

Find the Best Midlothian Vacation Packages

Midlothian Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
14,800
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Calumet Beach, Midwest Carvers Museum and Bronzeville Childrens Museum

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Frequently asked questions

How much does a Midlothian vacation package cost?
You can grab a vacation package to this destination from $541 on Expedia. But how much your vacation to Midlothian costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Midlothian?
December, January and February are great times to look for cheap Midlothian vacation packages. Traveling in less busy periods means you can usually find better prices on hotels and flights.
How many days is enough for Midlothian?
The ideal duration of your Midlothian vacation depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to tick off all the top sights and explore some hidden gems along the way.
How to find the best Midlothian package deals?
Use Expedia's filters to find some unbeatable Midlothian package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Midlothian package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Midlothian vacation as a package?
You can enjoy significant savings on your Midlothian break by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Midlothian?
If you're planning an impromptu Midlothian adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Midlothian?

  1. Pick your travel dates: The things you want to do in Midlothian and your favorite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your stay, you should consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may arise during your trip to Midlothian.
  3. Use Expedia's trip planning tool to discover Midlothian: Research every part of your trip to Midlothian with this handy planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Work out your trip length: Think about how much time you'd like to spend discovering Midlothian. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Midlothian vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Take a look at our travel guide to find some incredible things to do in Midlothian in Midlothian. Book tickets or make reservations before you go to save time and skip the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Midlothian vacation packages?
Jet off on your dream escape to Midlothian with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snap up travel deals while they last.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.