Midlothian Vacations from $602
Book a Hotel + Flight or Car together to unlock savings
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.
Trump International Hotel & Tower Chicago
Downtown Chicago
$602
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.
Reviewed on Sep 29, 2026
Level Chicago – Old Town
Downtown Chicago
$741
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (527 reviews)
The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.
Reviewed on Sep 27, 2026
Renaissance Chicago Downtown Hotel
Downtown Chicago
$694
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
It was very clean & great staff. Awesome river front view. Best hotel in Chicago Downtown
Reviewed on Sep 28, 2026
What to do in Midlothian
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Midlothian Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$186 nightly
$221 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (5,469 reviews)
"The rooms were clean and beds were comfortable. The staff were very helpful and friendly"
Reviewed on Sep 29, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$153 nightly
$182 total
Oct 27 - Oct 28
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$203 nightly
$242 total
Oct 25 - Oct 26
Total with taxes and fees
8/10 Very Good! (1,640 reviews)
"Traveling cross country and stayed at several hotel. This one was on point, from entering the hotel, smelling clean, the staff checking in was great, and the room was clean. I had an awesome stay."
Reviewed on Sep 29, 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.
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 $602 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?
- Pick your travel dates: The things you want to do in Midlothian and your favorite season will help you decide when to go.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.