Oakbrook Terrace Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Oakbrook Terrace Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $884, price is now $579 per person
$579
per person
Aug 18 - Aug 22
found 1 hour ago
Roundtrip flight included
Dallas (DFW) 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.
decent property - definitely shows better in photos. that was probably my biggest let-down. also, only staying one night, the room cleaner came into our room at 8 am despite check out time not being until noon. my kid was still asleep and I was in the shower. front desk service level definitely elevated the rating.
Reviewed on Jul 17, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,493, price is now $882 per person
$882
per person
Sep 23 - Sep 27
found 1 day 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 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,483, price is now $900 per person
$900
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,155, price is now $717 per person
$717
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Clean, rustic, great. Will visit again.
Reviewed on Jul 17, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,064, price is now $685 per person
$685
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Everything was perfect 😊😊
Reviewed on Jul 16, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,700, price is now $1,111 per person
$1,111
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
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See all available trips from Columbus to Oakbrook Terrace
View all tripsTop Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
16.93 km from city center
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
29.04 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
29.1 km from city center
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 ...
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
14.86 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
28.89 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
29.21 km from city center
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 ...
River Hotel
75 East Wacker Drive Chicago IL
28.92 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
29.42 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
27.9 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
29.17 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
29.3 km from city center
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
29.12 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
28.24 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
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See all available properties in Oakbrook Terrace
View all propertiesLowest 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.
Fri, Aug 21 - Sat, Aug 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$136 Roundtrip, found 6 days ago
$136
Roundtrip
found 6 days ago
Tue, Aug 18 - Thu, Aug 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 6 days ago
$189
Roundtrip
found 6 days ago
Tue, Aug 18 - Sat, Aug 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 12 hours ago
$277
Roundtrip
found 12 hours ago
Tue, Aug 18 - Sat, Aug 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 12 hours ago
$277
Roundtrip
found 12 hours ago
Tue, Sep 8 - Wed, Sep 9
LAX
Los Angeles Intl.
MDW
Midway Intl.
$277 Roundtrip, found 3 days ago
$277
Roundtrip
found 3 days ago