South Wayne Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 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

Top Flight + Hotel Deals in South Wayne

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
Price was €1,693, price is now €1,349 per person
€1,349
per person
23 Jun - 30 Jun
found 19 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (5,808 reviews)
We’re very happy with our stays And definitely recommend and comeback

Reviewed on 11 Apr 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €3,471, price is now €2,546 per person
€2,546
per person
24 Jun - 30 Jun
found 22 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!

Reviewed on 7 Apr 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was €2,476, price is now €1,860 per person
€1,860
per person
24 Jun - 30 Jun
found 22 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great location! Easy parking and the rooms were gorgeous! We will definitely stay here next time we visit Chicago

Reviewed on 10 Apr 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was €2,396, price is now €1,889 per person
€1,889
per person
24 Jun - 30 Jun
found 22 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Very friendly staff, great location.

Reviewed on 6 Apr 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was €2,130, price is now €1,701 per person
€1,701
per person
24 Jun - 30 Jun
found 22 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Nice, but no microwave or refrigerator in room. Staff is nice and place was clean. Many things to do around.

Reviewed on 11 Apr 2026

Top hotels in South Wayne

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is €64 per night from 26 Apr to 27 Apr
€64
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (845 reviews)
Exceeded expectations

Reviewed on 11 Apr 2026

Super 8 by Wyndham Monroe WI
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is €104 per night from 19 Apr to 20 Apr
€104
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (463 reviews)
The breakfast was excellent. The place was clean. And the staff was very helpful.

Reviewed on 30 Mar 2026

Hampton Inn Freeport
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave Monroe WI
Fully refundableReserve now, pay when you stay
The price is €103 per night from 26 Apr to 27 Apr
€103
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (388 reviews)
Parking was easy

Reviewed on 20 Mar 2026

AmericInn by Wyndham Monroe
See all 139 properties in South Wayne
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.

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.