Deals on vacations and trips to South Wayne

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South Wayne flight + hotel vacation packages

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

The Drake

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $425, price is now $279 per person
$279
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A coffee shop, limo/town car service, and a grocery/convenience store are also on offer.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $612, price is now $402 per person
$402
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $588, price is now $387 per person
$387
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a computer station are also offered.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $962, price is now $638 per person
$638
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
West Lawn
Price was $419, price is now $284 per person
$284
per person
Mar 11 - Mar 15
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

Top South Wayne hotels deals

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $83 total per night
$83 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr Freeport IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Dec 30 - Dec 31
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $113 total per night
$113 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, dry cleaning, and luggage storage are also on offer.
Pool
Breakfast included
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
$88 nightly
The price is $98 total per night
$98 total
Jan 22 - Jan 23, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

Elizabeth IL
$1,982 nightly
The price is $2,101 total per night
$2,101 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This lodge features a gym and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

Elizabeth IL
$5,962 nightly
The price is $6,319 total per night
$6,319 total
Dec 30 - Dec 31
Total with taxes and fees
This vacation home features an outdoor pool and an indoor pool. A hot tub and laundry facilities are also provided.
Pool
Hot Tub
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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 are vacation packages to South Wayne?
Your travel dreams can be realized in South Wayne from an impressive $279. Vacation packages include flights and hotels, and they'll make your booking easy as pie. The only thing you'll have to concentrate on is having a good time.
Where can I get the best vacation package deals for South Wayne?
There are fantastic South Wayne package deals to snap up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep that in mind the next time you're ready to tick another destination off your travel bucket list.
Why should I book my South Wayne vacation bundle with Travelocity?
Whether you're on the hunt for the ultimate unplugged vacation or you crave the hustle and bustle of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to search through hundreds of websites looking for the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our professional customer service experts are available for you round-the-clock.
Can I save on my South Wayne car rental if I bundle it with a hotel or flight?
With a South Wayne vacation package, you can bundle your flight, car and hotel bookings and save loads. When you're ready to see the best of this awesome region, why not check out Wrigley Field? This famous sight is 120 mi from South Wayne. With your own rental car, you'll be there in no time.
Which airport is best for South Wayne?
Dane County Regional Airport (MSN) is 50 mi from downtown and is the beginning point for many memorable experiences. Alternatively, Rockford, IL (RFD-Greater Rockford) is 45 mi away from central South Wayne and Dubuque Regional Airport (DBQ) is 45 mi away from central South Wayne.

Photos of local treasures

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