Search Deals onPlainfield Vacation Packages
Plainfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Price was $607, price is now $445 per person
$445
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago Fulton Market
Price was $910, price is now $574 per person
$574
per person
Jan 23 - Jan 27
found 1 day 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Price was $1,563, price is now $1,077 per person
$1,077
per person
Jan 23 - Jan 27
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.
Sheraton Grand Chicago Riverwalk
Save 100% on your flight
Price was $644, price is now $452 per person
$452
per person
Dec 20 - Dec 23
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.
The Emily Hotel
Price was $1,101, price is now $779 per person
$779
per person
Jan 23 - Jan 27
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, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
The location of this hotel is great with the exception of its proximity to the train tracks. There were train horns sounding at all hours and fairly frequently. The hot water in my room took an extremely long time and house keeping didn’t always replenish/ replace items they would remove such as dark face cloth for makeup removal and wet makeup removal towelette.
Reviewed on Nov 10, 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Price was $1,754, price is now $1,254 per person
$1,254
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again.
Reviewed on Oct 29, 2026
Pendry Chicago
Price was $682, price is now $491 per person
$491
per person
Jan 28 - Jan 31
found 1 hour 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
Trump International Hotel & Tower Chicago
Price was $1,370, price is now $997 per person
$997
per person
Jan 23 - Jan 27
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.
i love it
Reviewed on Nov 10, 2026
Plainfield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Plainfield 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 - Sat, Dec 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$238 Roundtrip, found 1 hour ago
$238
Roundtrip
found 1 hour ago
Tue, Jan 5 - Tue, Jan 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$247 Roundtrip, found 18 hours ago
$247
Roundtrip
found 18 hours ago
Sat, Dec 26 - Wed, Jan 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 1 hour ago
$257
Roundtrip
found 1 hour ago
Thu, Nov 12 - Mon, Nov 23
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,185 Roundtrip, found 1 hour ago
$1,185
Roundtrip
found 1 hour ago
Discover Other Travel Deals
- Route 66 Raceway Vacations
- Oakbrook Center Mall Vacations
- Chicago Premium Outlets Vacations
- Morton Arboretum Vacations
- Harrah's Casino Vacations
- Wheaton College Vacations
- Arcada Theater Vacations
- Hollywood Casino Aurora Vacations
- Raging Waves Waterpark Vacations
- Chicagoland Speedway Vacations
- Hollywood Casino Joliet Vacations
- Central Dupage Hospital Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
