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Winnebago Vacation Packages

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Winnebago Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $710, price is now $421 per person
$421
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago - River North

Level Chicago - River North

4 out of 5
Price was $3,443, price is now $1,859 per person
$1,859
per person
Sep 13 - Sep 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Price was $4,690, price is now $2,726 per person
$2,726
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
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Reviewed on Aug 3, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,657, price is now $1,005 per person
$1,005
per person
Sep 6 - Sep 12
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,311, price is now $807 per person
$807
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Save 100% on your flight
Price was $1,014, price is now $630 per person
$630
per person
Sep 6 - Sep 12
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $877, price is now $555 per person
$555
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Could not ask for a better location--walking distance to so many attractions. Hotel was beautiful, and the staff was very nice. Buffet breakfast was excellent, and there is a lovely rooftop bar, but no restaurant or room service (but you can order certain foods and pick them up--we did not partake, so can't comment). We enjoyed our stay immensely, and would not hesitate to stay there again.

Reviewed on Aug 3, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,105, price is now $717 per person
$717
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Winnebago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $615, price is now $386 per person
$386
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $710, price is now $421 per person
$421
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,311, price is now $807 per person
$807
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $877, price is now $555 per person
$555
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Winnebago Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,657, price is now $1,005 per person
$1,005
per person
Sep 6 - Sep 12
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,264, price is now $1,220 per person
$1,220
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was $3,443, price is now $1,859 per person
$1,859
per person
Sep 13 - Sep 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was $4,690, price is now $2,726 per person
$2,726
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Wed, Nov 18 - Tue, Nov 24
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Nov 18 from Sky Harbor Intl. to Greater Rockford, returning Tue, Nov 24, priced at $319 found 5 days ago
American Airlines
Wed, Nov 18 - Tue, Nov 24
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$344 Roundtrip, found 5 days ago
$344
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Nov 18 from Sky Harbor Intl. to Greater Rockford, returning Tue, Nov 24, priced at $344 found 5 days ago
American Airlines
Wed, Nov 18 - Tue, Nov 24
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$409 Roundtrip, found 5 days ago
$409
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Nov 18 from Sky Harbor Intl. to Greater Rockford, returning Tue, Nov 24, priced at $409 found 5 days ago
American Airlines
Tue, Dec 22 - Tue, Jan 5
LAS
Harry Reid Intl.
RFD
Greater Rockford
$694 Roundtrip, found 6 days ago
$694
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 22 from Harry Reid Intl. to Greater Rockford, returning Tue, Jan 5, priced at $694 found 6 days ago