Search Deals onWheeling Vacation Packages
Wheeling Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $650, price is now $437 per person
$437
per person
Sep 22 - Sep 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Emma was great! She is an asset to the hotel. She is very knowledgeable of the surrounding area.
Reviewed on Jul 4, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,078, price is now $662 per person
$662
per person
Sep 3 - Sep 6
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.
exceeded expectations
Reviewed on Jul 4, 2026
Four Seasons Hotel Chicago
Save 100% on your flight
Price was $2,476, price is now $1,595 per person
$1,595
per person
Sep 14 - Sep 17
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.
Excellent hotel. We love staying there whenever we visit Chicago.
Reviewed on Jul 3, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $1,192, price is now $773 per person
$773
per person
Sep 14 - Sep 17
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.
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Wind Creek Southland Casino and Hotel
Save 100% on your flight
Price was $1,015, price is now $660 per person
$660
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe Country Club are located nearby.
Staff was very helpful and room was clean 👌
Reviewed on Jul 4, 2026
Omni Chicago Hotel
Save 100% on your flight
Price was $910, price is now $597 per person
$597
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The rooms were spotless and very well tended to. My wife and I really enjoyed how central it was to many stores, restaurants, and places of interest. We also enjoyed the bar, with its selection of great drinks; it was a great way to relax after walking around Chicago all day!
Reviewed on Jul 4, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,164, price is now $778 per person
$778
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Great experience would book again
Reviewed on Jul 4, 2026
Pendry Chicago
Save 100% on your flight
Price was $1,187, price is now $798 per person
$798
per person
Sep 3 - Sep 6
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.
Unbelievable staff, they couldn’t do enough for you. The location was ideal for the Riverwalk and Lake Michigan with all their nice restaurants.
Reviewed on Jul 4, 2026
Wheeling Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Wheeling Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Aug 25 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$206 Roundtrip, found 5 hours ago
$206
Roundtrip
found 5 hours ago
Tue, Aug 18 - Sat, Sep 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$269 Roundtrip, found 2 hours ago
$269
Roundtrip
found 2 hours ago
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$425 Roundtrip, found 4 days ago
$425
Roundtrip
found 4 days ago
Wed, Jul 8 - Wed, Jul 22
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$823 Roundtrip, found 5 hours ago
$823
Roundtrip
found 5 hours ago
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