Southwest Illinois Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Southernmost Illinois Tourism Bureau

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Southwest Illinois Vacation

When it's time for your next epic adventure, our Southwest Illinois vacation packages are the answer. Culture and history are among the many things that make this destination such a special place. Begin your trip to Southwest Illinois with some time exploring O'Fallon visiting popular sights like O'Fallon Family Sports Park and FanDuel Sportsbook and Horse Racing. Marion is another city that lures travellers from all over. Lake of Egypt and Crab Orchard National Wildlife Refuge are two of the top places to see in this destination. From the moment you book your Southwest Illinois vacation to the second you come back home, Expedia will be with you each step of the way.

Top Southwest Illinois Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was CA $1,074, price is now CA $740 per person
CA $740
per person
May 1 - May 4
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. Louis (STL)
9.2/10 Wonderful! (1,626 reviews)
We stayed for 1 night, overall good experience. The pool water was pretty cold and the hot tub is small (max occupancy 2). I was a little disappointed in the continental breakfast. Make your own waffles, cereal, and assorted breads. Wished for a larger selection and ready-made hot foods.

Reviewed on Mar 8, 2026

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was CA $1,580, price is now CA $1,237 per person
CA $1,237
per person
May 12 - May 16
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
8.8/10 Excellent! (1,056 reviews)
The property was beautiful and unique. The food was a disappointment. Unfortunately it was just too greasy for us.

Reviewed on Mar 6, 2026

Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was CA $1,321, price is now CA $1,098 per person
CA $1,098
per person
May 3 - May 9
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8/10 Very Good! (690 reviews)
We booked this hotel for the vicinity to the Dome and for the known chain name. There were several issues during our stay that i think were significant due to the fact the hotel was sold out for the weekend: Parking is only valet and there was only one person working valet, so, could take up to 45min to get the vehicle 3 elevators but only 1 was working We didnt have hot water the first morning we showered The handle on our bathroom drawer was broken, the piece put in the drawer, when we arrived There were dirty dishes from the previous guest in the dishwasher, which caused the room to smell bad

Reviewed on Mar 9, 2026

The Cheshire

The Cheshire

4 out of 5
Price was CA $1,013, price is now CA $857 per person
CA $857
per person
May 1 - May 4
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. Louis (STL)
8.6/10 Excellent! (1,001 reviews)
Bar and restaurant were both great!

Reviewed on Mar 9, 2026

The West End

The West End

2 out of 5
Central West End
Price was CA $1,209, price is now CA $1,025 per person
CA $1,025
per person
May 3 - May 9
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.6/10 Excellent! (439 reviews)
Very welcoming staff, hotel was clean

Reviewed on Mar 2, 2026

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Where to stay in Southwest Illinois

Find the best Southwest Illinois areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Illinois
Aerial view of the iconic Gateway Arch and Mississippi River with urban skyline and bridges, Downtown St. Louis, Missouri, United States.

Eastport

If you're spending some time in Eastport, Gateway Conference Center and Splash City Family Waterpark are top sights worth seeing.

Find hotels in Eastport

Ready to book your vacation to Southwest Illinois?

 

Choose your dates

Southwest Illinois Hotel Deals

Drury Inn & Suites St. Louis Fairview Heights

Drury Inn & Suites St. Louis Fairview Heights

3 out of 5
12 Ludwig Dr Fairview Heights IL
The price is CA $128 per night from Mar 15 to Mar 16
CA $128
CA $144 total
Mar 15 - Mar 16
includes taxes & fees
9.2/10 Wonderful! (1,021 reviews)
We were very happy wirh the hotel and our room

Reviewed on Mar 10, 2026

Drury Inn & Suites St. Louis Fairview Heights
Drury Inn & Suites St. Louis O'Fallon, IL

Drury Inn & Suites St. Louis O'Fallon, IL

3 out of 5
1118 Central Park Drive O'Fallon IL
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Mar 15 to Mar 16
CA $144
CA $167 total
Mar 15 - Mar 16
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
The room was comfortable, and clean. The beds had plenty of pillows and a comfortable bed. The check in process was quick. The room had a clean bathroom and shower, with plenty of towels for us. The only issue I would bring up is that there was only 1 operational elevator which meant a delay in getting ...

Reviewed on Mar 9, 2026

Drury Inn & Suites St. Louis O'Fallon, IL
Drury Plaza Hotel Mt. Vernon

Drury Plaza Hotel Mt. Vernon

3 out of 5
145 North 44th Street  Mount Vernon IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Apr 3 to Apr 4
CA $151
CA $170 total
Apr 3 - Apr 4
includes taxes & fees
9.6/10 Exceptional! (1,668 reviews)
I booked for 3/9-3/10/26. We arrived today and were told the reservation was for last night. I’m Very clear that I selected a stay fo tonight. I have no idea how it got changed to last night. Please refund me in full for the incorrect reservation last night.

Reviewed on Mar 9, 2026

Drury Plaza Hotel Mt. Vernon
See all 747 properties in Southwest Illinois
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Southwest Illinois

DuQuoin State Fairgrounds

Catch an event at DuQuoin State Fairgrounds during your trip to Du Quoin. Experience the area's festivals and live music.

DuQuoin State Fairgrounds

Frequently asked questions

Can I cancel my flight booking to Southwest Illinois due to COVID-19?
If you haven't booked yet, glance over the terms and conditions of the airfare you're considering. If you've already reserved your flight to Southwest Illinois, visit our Customer Service Portal. It will help you figure out which COVID-19 policies are applicable to your reservation and offer advice on the next steps.
What's the best way to find cheap flights to Southwest Illinois that have flexible change policies?
When it comes to flying these days, flexibility is crucial. That's why we have a "No change fee" search function to help you track down flexible, affordable flights to Southwest Illinois. It's at the top left of your screen directly below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Southwest Illinois during the COVID-19 outbreak?
The COVID-19 pandemic has affected how the world works in a profound way, including our approach to travel. These tips will help you understand these new challenges and prepare you for your vacation in Southwest Illinois:
  • Research what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so don't forget to check in advance.
  • When you go through airport screening, keep your face mask on. You will be required to lower it briefly for ID purposes. Anyone refusing to wear a face mask may face civil penalties and may also be denied boarding.
  • To reduce the likelihood of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • One liquid hand sanitizer container is now allowed in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll need to remove it from your bag at the X-ray machine for scanning.
  • To minimize handling during the screening process, put items such as your phone, keys and wallet into your carry-on instead of the bins.
  • Separate any food you have for X-ray scanning. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings.

Which airlines fly to Southwest Illinois?
Organize your fare with Delta and then start planning your Southwest Illinois travel itinerary. This top airline provides 121 flights each month to Evansville Regional Airport (EVV), a main gateway.
How can I find cheap tickets to Southwest Illinois?
A useful strategy for getting your hands on cheap fares is to be flexible with your dates. Begin with searching for your flight to Southwest Illinois, then click on the "flexible dates" link for a list of prices for nearby days. Another helpful hint? Book ahead of time. For an idea of costs, was the lowest price for a flight to Southwest Illinois in the last seven days.
How much is a flight to Southwest Illinois?
If you were jetting one way from (), you could've snapped up a cheap seat for just in the last seven days. Return flights to Southwest Illinois ranged from only to over the same period.
What are the most popular airports to fly into in Southwest Illinois?
Southwest Illinois's main entryway is Evansville Regional Airport (EVV). Get your awesome journey underway by securing an airfare on one of the 381 flights every month to this destination.
When is the cheapest time to fly to Southwest Illinois?
If you'd rather spend your vacation money enjoying Southwest Illinois rather than on getting there, depart early in the week. The most economical day to fly is usually Tuesday, followed by Monday. With many people traveling on weekends, Saturday typically has the most expensive fares.
How much is a plane ticket to Southwest Illinois?
Seats ranged from to over the last seven days. When you're ready to book, we're here to help lock in a fabulous deal to Southwest Illinois.
Which airlines with flights to Southwest Illinois employ COVID-19 cleanliness policies?
In response to the COVID-19 pandemic, airlines have adopted enhanced measures and standards to help their passengers and staff fly with peace of mind. Here are just a few examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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.