
Wilmington Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Wilmington Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $1,059, price is now $817 per person
$817
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
San Diego (SAN) 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.
Charged for an extra night that we didn’t stay and called and was told a reimbursement was completed. Five days later, the full charge for the night we didn’t stay posted in my account and with no reimbursement. When I called again, was told there was nothing they could do because the reimbursement was “released” and I would have to wait to talk to a manager when they arrived which would not be until the nighttime hours.
Reviewed on Nov 14, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,606, price is now $1,102 per person
$1,102
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
San Diego (SAN) 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.

Eurostars Magnificent Mile
Downtown Chicago
Price was $1,576, price is now $1,136 per person
$1,136
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a 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.

The Blackstone, Autograph Collection
Downtown Chicago
Price was $1,126, price is now $829 per person
$829
per person
Dec 24 - Dec 31
found 12 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Swissotel - Chicago
Downtown Chicago
Price was $1,323, price is now $1,012 per person
$1,012
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
San Diego (SAN) 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.
Beautiful building Nice room sweet customer services. The no microwave and charging customers to warm their food is honestly insane and inconsiderate. It was a 5/10 probably will not be a returning customer.
Reviewed on Nov 15, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
Price was $1,080, price is now $829 per person
$829
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
San Diego (SAN) 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.
A
Reviewed on Nov 12, 2026
Top Hotel Deals

Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
30.37 km from city center
Stay at this hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
23.11 km from city center
Stay at this hotel in Joliet. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
151 N Joliet St Joliet IL
24.83 km from city center
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean ...

Motel 6 Joliet, IL - Chicago - I-55
3551 Mall Loop Dr Joliet IL
30.39 km from city center
Stay at this motel in Joliet. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...

Super 8 by Wyndham Joliet
1806 McDonough St Joliet IL
23.1 km from city center
Stay at this hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Best Western Joliet Inn & Suites
4380 Enterprise Drive Joliet IL
23.75 km from city center
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...

Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
23.81 km from city center
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Best Western Plus Bourbonnais Hotel & Suites
62 Ken Hayes Dr Bourbonnais IL
29.26 km from city center
Stay at this hotel in Bourbonnais. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...

La Quinta Inn & Suites by Wyndham Shorewood
19715 NE Frontage Rd Joliet IL
24.33 km from city center
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Comfort Inn Bourbonnais near I-57
1500 Illinois Highway 50 Bourbonnais IL
29.13 km from city center
Stay at this hotel in Bourbonnais. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Red Roof Inn Bourbonnais
1311 N State Route 50 Bourbonnais IL
29.44 km from city center
Book a stay at this business-friendly hotel in Bourbonnais. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Tru By Hilton Joliet Plainfield
3051 Ring Road Joliet IL
30.02 km from city center
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cinemark Louis Joliet Mall and ...

Holiday Inn Express Peotone by IHG
413 S.88th Avenue. Peotone IL
27.2 km from city center
Book a stay at this business-friendly hotel in Peotone. Enjoy free breakfast, free WiFi, and free parking.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago

Tue, Feb 23 - Wed, Feb 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 12 hours ago
$257
Roundtrip
found 12 hours ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago

Tue, Jan 26 - Tue, Feb 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago

Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago

