Search Deals onDes Plaines Vacation Packages
Des Plaines Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Price was $348, price is now $256 per person
$256
per person
Jan 28 - Jan 31
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.
Overall, great location and the bed was extremely comfortable, but keep in mind that the rooms don't have a mini fridge or coffee maker, and if you need shower caps, bring one from home!
It's a boutique hotel in downtown Chicago, so it doesn't offer as much in the actual room as other hotels in other cities I've stayed in. Overall, I would recommend it.
If you have a car to park, it's valet service only and it's $74 USD per day.
Reviewed on Nov 10, 2026
Level Chicago Fulton Market
Price was $910, price is now $574 per person
$574
per person
Jan 23 - Jan 27
found 11 hours 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.
Pendry Chicago
Price was $704, price is now $483 per person
$483
per person
Jan 28 - Jan 31
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.
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.
Reviewed on Nov 8, 2026
Sheraton Grand Chicago Riverwalk
Price was $685, price is now $482 per person
$482
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Park Hyatt Chicago
Price was $1,051, price is now $764 per person
$764
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Trump International Hotel & Tower Chicago
Price was $2,050, price is now $1,501 per person
$1,501
per person
Dec 23 - Dec 29
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 and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Amazing experience! Kurtis and Luis at concierge was great! I had a romantic arrangement in the room before arrival and they made it happen! Great great great 5 ✨
Reviewed on Nov 9, 2026
Level Chicago – Old Town
Price was $811, price is now $601 per person
$601
per person
Jan 23 - Jan 27
found 6 hours 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.
Everything was nice this my second time here
Reviewed on Nov 10, 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Price was $394, price is now $293 per person
$293
per person
Jan 18 - Jan 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Des Plaines Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Des Plaines 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, Dec 8 - Thu, Dec 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$161 Roundtrip, found 6 hours ago
$161
Roundtrip
found 6 hours ago
Thu, Dec 17 - Fri, Dec 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$238 Roundtrip, found 21 hours ago
$238
Roundtrip
found 21 hours ago
Tue, Jan 5 - Tue, Jan 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$247 Roundtrip, found 21 hours ago
$247
Roundtrip
found 21 hours ago
Thu, Nov 12 - Mon, Nov 23
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,185 Roundtrip, found 5 hours ago
$1,185
Roundtrip
found 5 hours ago
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