Search Deals onLakeside Vacation Packages
Lakeside Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Chicago Medical District UIC
Save 100% on your flight
Price was $424, price is now $258 per person
$258
per person
Dec 9 - Dec 13
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions United Center and Chicago Riverwalk are located nearby.
The Westin Michigan Avenue Chicago
Price was $1,560, price is now $638 per person
$638
per person
Dec 23 - Dec 28
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 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.
Arlo Chicago
Save 100% on your flight
Price was $543, price is now $316 per person
$316
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago - River North
Save 100% on your flight
Price was $1,474, price is now $894 per person
$894
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,132, price is now $692 per person
$692
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town
Save 100% on your flight
Price was $1,051, price is now $698 per person
$698
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
La Banque Hotel
Save 100% on your flight
Price was $700, price is now $468 per person
$468
per person
Nov 6 - Nov 9
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Residence Inn By Marriott Merrillville
Save 100% on your flight
Price was $816, price is now $552 per person
$552
per person
Nov 26 - Dec 4
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Westfield Southlake Mall and Turkey Creek Golf Course are located nearby.
Lakeside Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Lakeside 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.
Fri, Oct 31 - Sun, Nov 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 15 hours ago
$127
Roundtrip
found 15 hours ago
Fri, Oct 24 - Sat, Oct 25
LAX
Los Angeles Intl.
MDW
Midway Intl.
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Mon, Oct 6 - Sat, Oct 11
LAX
Los Angeles Intl.
SBN
South Bend Intl.
$314 Roundtrip, found 2 days ago
$314
Roundtrip
found 2 days ago
Thu, Dec 4 - Mon, Dec 15
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$467 Roundtrip, found 4 days ago
$467
Roundtrip
found 4 days ago
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