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Dakota Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Comfort Suites Oakbrook Terrace near Oakbrook Center
per person
May 17 - May 20
found 21 hours ago
Roundtrip non-stop flight included
Duluth (DLH) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Villa Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Drury Lane Theater and Oakbrook Center Mall are located nearby.

Hilton Chicago
per person
Jun 6 - Jun 8
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.

Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Jun 6 - Jun 8
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this 5-star 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.

Hilton Chicago O'Hare Airport
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.

Hotel Arista
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Naperville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Topgolf and Odyssey Fun World are located nearby.

Virgin Hotels Chicago
per person
Jun 6 - Jun 8
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Sheraton Lisle Naperville Hotel
per person
May 17 - May 20
found 21 hours ago
Roundtrip flight included
Duluth (DLH) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.

Sheraton Grand Chicago Riverwalk
per person
Jun 6 - Jun 8
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this 4-star eco-certified 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.
Dakota Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Dakota Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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