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Homewood Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Arlington International Racecourse are located nearby.
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this property in Chicago. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Popular attractions Soldier Field and Chicago Museum of Science and Industry are located nearby.
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this hotel in Arlington Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Woodfield Mall and Allstate Arena are located nearby.
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
per person
Jun 20 - Jun 22
just found
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lakeview Beach and Dock and Bowlero Vernon Hills are located nearby.
Red Carpet Inn Great Lakes

Red Carpet Inn Great Lakes

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this hotel in North Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags Great America and Asylum Skate Park are located nearby.
O'Hare Inn & Suites

O'Hare Inn & Suites

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.
Motel 6 Villa Park, IL - Chicago West

Motel 6 Villa Park, IL - Chicago West

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Stay at this motel in Villa Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Drury Lane Theater and Oakbrook Center Mall are located nearby.
Super 8 by Wyndham Bridgeview/Chicago Area

Super 8 by Wyndham Bridgeview/Chicago Area

2 out of 5
per person
Jul 9 - Jul 11
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Bridgeview. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SeatGeek Stadium and Chicago Ridge Shopping Mall are located nearby.

Homewood Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

3.5 out of 5
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
per person
Jul 7 - Jul 10
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Comfort Suites Lombard - Addison

Comfort Suites Lombard - Addison

4 out of 5
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)

Homewood Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 6
found 22 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 30 - Jul 7
found 7 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 30 - Jul 7
found 7 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Mon, May 5 - Sat, May 10
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 13 hours ago
$96
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Mon, May 5 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 10, priced at $96 found 13 hours ago
Frontier Airlines
Mon, May 19 - Sat, May 24
LAX
Los Angeles Intl.
MDW
Midway Intl.
$220 Roundtrip, found 4 days ago
$220
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, May 19 from Los Angeles Intl. to Midway Intl., returning Sat, May 24, priced at $220 found 4 days ago
ITA Airways
Fri, Aug 22 - Sat, Sep 6
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$673 Roundtrip, found 1 hour ago
$673
Roundtrip
found 1 hour ago
Select ITA Airways flight, departing Fri, Aug 22 from Fiumicino - Leonardo da Vinci Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $673 found 1 hour ago
United
Sun, Jun 29 - Sun, Aug 31
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$1,011 Roundtrip, found 2 days ago
$1,011
Roundtrip
found 2 days ago
Select United flight, departing Sun, Jun 29 from Hong Kong Intl. to O'Hare Intl., returning Sun, Aug 31, priced at $1,011 found 2 days ago