Southwest Illinois Vacation Packages

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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.
River City Casino & Hotel

River City Casino & Hotel

4 out of 5
Price was CA $1,274, price is now CA $996 per person
CA $996
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9/10 Wonderful! (1,529 reviews)
Good hotel. No room in the hotel lots for parking so had to use the garage on the 2-3 floor. Very inconvenient with multiple large luggage bags having to use 2 sets of elevators and walking the parking garage multiple times.

Reviewed on May 9, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was CA $1,834, price is now CA $1,134 per person
CA $1,134
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9.2/10 Wonderful! (1,627 reviews)
The entire stay was incredible

Reviewed on May 7, 2026

The Cheshire

The Cheshire

4 out of 5
Price was CA $1,334, price is now CA $1,082 per person
CA $1,082
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Louis (STL)
8.6/10 Excellent! (1,007 reviews)
The overall upkeep and cleanliness is not great. The breakfast bar was ok but not as well stocked or organized as it used to be and the eggs were always cold. I stayed 4 nights.

Reviewed on May 10, 2026

Osceola

Osceola

2 out of 5
Mount Pleasant
Price was CA $6,050, price is now CA $4,932 per person
CA $4,932
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
No reviews
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 $1,357, price is now CA $1,109 per person
CA $1,109
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.8/10 Excellent! (1,066 reviews)
The color thing is interesting, but I would have appreciated more attention to some basics. For example, when I went to turn the TV off, it turned out there were no batteries in the remote control. There were no instructions on the phone that explained how to reach the front desk. There were no USB outlets to I had to find a store that sold AC adapters so I could charge my devices. Also a 4 PM check-in seems really late and I'm convinced that made me wait 20 minutes for no reason. Beyond that, it's cute and comfortable and lots of art to explore.

Reviewed on May 4, 2026

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

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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
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from May 17 to May 18
CA $149
CA $168 total
May 17 - May 18
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
We did have breakfast that morning. It was very good as well. Had no problem parking that night. Last-minute decision after a canceled flight that was going to leave till the next morning so we came right in and felt very good about the stay

Reviewed on May 8, 2026

Drury Inn & Suites St. Louis Fairview Heights
Drury Plaza Hotel Mt. Vernon

Drury Plaza Hotel Mt. Vernon

3.5 out of 5
145 North 44th Street  Mount Vernon IL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 7 to Jun 8
CA $152
CA $171 total
Jun 7 - Jun 8
includes taxes & fees
9.6/10 Exceptional! (1,697 reviews)
Room is clean, service very friendly and helpful.Thank you for everything!

Reviewed on May 8, 2026

Drury Plaza Hotel Mt. Vernon
Super 8 by Wyndham O'Fallon

Super 8 by Wyndham O'Fallon

2 out of 5
1100 Eastgate Dr O'Fallon IL
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from May 31 to Jun 1
CA $80
CA $92 total
May 31 - Jun 1
includes taxes & fees
6.8/10 (1,009 reviews)
The person at check in counter was on her cellphone the whole time of check in. Couldn't tell who she was talking to most of the time. She also charged for the room a second time even though it had already been paid for online. Not focused on her job too busy carrying on conversation on the ...

Reviewed on May 8, 2026

Super 8 by Wyndham O'Fallon
See all 760 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.
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Discover the most popular places to visit in Southwest Illinois

McKendree University

Enjoy the collegiate vibe at McKendree University during your stay in Lebanon. Attend a sporting event in this family-friendly area.

McKendree University

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.

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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.