A calm lake surrounded by trees and vegetation.
Photo by Southernmost Illinois Tourism Bureau
Open Photo by Southernmost Illinois Tourism Bureau

Southwest Illinois Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.

The Latest Southwest Illinois Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 23 - Jan 28

    Motel 6 Rolla, MO + Flight

    Rolla
    5 nights
    2.0 star property
    6.6/10 - (293 reviews)
    "I stayed there last night. The room was clean, the property was clean. My only issue was that I was asked to wait 15 minutes prior to entering tje room so they could make sure it was clean. I checked in late, after 10 pm so I think they should've known if the room was clean. I slept really good and the bed was comfortable. No issues with anything else."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,123
    CA $1,021
    per traveller
    found 0 hours ago
    Motel 6 Rolla, MO
  • Jan 23 - Jan 28

    Hermann Grain Bins BNB + Flight

    Hermann
    5 nights
    2.0 star property
    7.4/10 - Good (3 reviews)
    "Our stay at the Grain Bins was excellent! The spaces were exactly as described! Everything was very clean and well appointed. Communication was great. We especially enjoyed relaxing around the fire pit. Homemade breakfast each morning was such a nice touch! Added bonus: The Hermann trolley was able to pick us up and drop us back off at the end of the day. Highly recommend staying at the Hermann Grain Bins and hope to stay again in the future!"
    Reviewed October 30, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $2,771
    CA $2,359
    per traveller
    found 0 hours ago
    Hermann Grain Bins BNB
  • Jan 23 - Jan 28

    Comfort Inn Sullivan + Flight

    Sullivan
    5 nights
    2.5 star property
    8.6/10 - Excellent (959 reviews)
    "Great location"
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,320
    CA $1,215
    per traveller
    found 0 hours ago
    Comfort Inn Sullivan
  • Jan 23 - Jan 28

    Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG + Flight

    Rolla
    5 nights
    2.5 star property
    8.8/10 - Excellent (970 reviews)
    "Elevator has been out of service for 2 weeks! No notice by Expedia of this"
    Reviewed October 31, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,342
    CA $1,261
    per traveller
    found 0 hours ago
    Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG
  • Jan 23 - Jan 28

    Best Western Coachlight + Flight

    Rolla
    5 nights
    2.5 star property
    7.6/10 - Good (690 reviews)
    "Bed was hard. Freezer part of the mini fridge door was broke."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,182
    CA $1,114
    per traveller
    found 0 hours ago
    Best Western Coachlight

Discover the most popular places to visit in Southwest Illinois

Southwest Illinois Hotel Deals

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.

Frequently Asked Questions

How much does a Southwest Illinois vacation package cost?

Explore the best of Southwest Illinois from just CA $1,021. Choose from a great selection of flights, rental cars and hotels to suit every budget and style. Land even more discounts when you add some experiences or tours to your package.

How do I get a cheap travel package to Southwest Illinois?

Search for flights that fit your busy schedule, add a hotel to your booking and see how much you save with a Southwest Illinois vacation package. It's as simple as that! From flights and hotels to rental cars and activities, Expedia makes traveling on the cheap easy. And with more than 550 partner airlines and 1,000,000 hotels all over the world to choose from, you'll never be short of choice.

What are the top hotels in Southwest Illinois?

Check out Super 8 by Wyndham Carbondale and Best Western Saluki Inn. They're top picks for many travelers headed to Carbondale. If Marion features in your travel plans, Super 8 by Wyndham Marion and Quality Inn And Suites are a couple of cozy options.

How far in advance should I book my Southwest Illinois vacation?

It can be hard to know exactly when is the ideal time to book your Southwest Illinois trip. But generally the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to a year prior to departure. If you're thinking of a last-minute getaway, no need to panic! There are unbeatable bargains popping up on Expedia every single day.

What does an Expedia Southwest Illinois travel package include?

With Expedia, you can choose any combination of hotels, flights and car rentals to create your perfect Southwest Illinois package. Once you've made your booking, you can add on the fun things like tours and activities. Don't forget — the more you bundle, the more you'll save!

What should I know before booking a Southwest Illinois travel package?

Discover deals that match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save a tidy sum just by combining your bookings. Whether you're taking off on a winter adventure or venturing someplace warm, your ideal vacation is just clicks away.

Can I choose my airline with a Southwest Illinois Expedia vacation package?

You can, and with more than 550 airlines to pick from across the globe, you're not short on choice. Scroll through the available options and find out which airline fits your budget and needs.

If I'm not able to travel, can I cancel my Southwest Illinois vacation package?

If your vacation plans in Southwest Illinois have been upended, it's a relief to know that it's possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. To find out more, check our Customer Service Portal.

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