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Gilman Vacation Packages

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Gilman Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Matteson near I-57

Quality Inn & Suites Matteson near I-57

2.5 out of 5
Price was $245, price is now $189 per person
$189
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (MDW)
Stay at this hotel in Matteson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Credit Union 1 Amphitheatre and Odyssey Fun World are located nearby.
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Save 100% on your flight
Price was $682, price is now $455 per person
$455
per person
Feb 12 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (MDW)
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Park and Gaelic Park are located nearby.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Save 100% on your flight
Price was $537, price is now $394 per person
$394
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe Country Club are located nearby.
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Price was $326, price is now $258 per person
$258
per person
Feb 15 - Feb 19
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (MDW)
Book a stay at this business-friendly hotel in Alsip. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hollywood Park and Gaelic Park are located nearby.
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $545, price is now $449 per person
$449
per person
Jan 21 - Jan 28
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Chicago (MDW)
Stay at this motel in Alsip. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hollywood Park and Gaelic Park are located nearby.
VIBE INN - WHIRLPOOL SUITES

VIBE INN - WHIRLPOOL SUITES

2.5 out of 5
Price was $640, price is now $532 per person
$532
per person
Jan 21 - Jan 28
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Chicago (MDW)
Stay at this motel in Lyons. Enjoy free parking, a 24-hour front desk, and cable TV channels. Popular attractions SeatGeek Stadium and Frank Lloyd Wright Historic District are located nearby.
Hampton Inn & Suites Chicago Southland-Matteson

Hampton Inn & Suites Chicago Southland-Matteson

2.5 out of 5
Price was $279, price is now $232 per person
$232
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (MDW)
Stay at this hotel in Matteson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Credit Union 1 Amphitheatre and Odyssey Fun World are located nearby.
Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip

2.5 out of 5
Price was $241, price is now $202 per person
$202
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (MDW)
Stay at this hotel in Alsip. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Gaelic Park and Lake Katherine Nature Center are located nearby.

Gilman Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Matteson near I-57

Quality Inn & Suites Matteson near I-57

2.5 out of 5
Price was $245, price is now $189 per person
$189
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (MDW)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Save 100% on your flight
Price was $537, price is now $394 per person
$394
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Price was $326, price is now $258 per person
$258
per person
Feb 15 - Feb 19
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (MDW)
Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip

2.5 out of 5
Price was $287, price is now $229 per person
$229
per person
Feb 15 - Feb 19
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (MDW)

Gilman Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Matteson near I-57

Quality Inn & Suites Matteson near I-57

2.5 out of 5
Price was $559, price is now $426 per person
$426
per person
Jan 15 - Jan 22
found 23 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (MDW)
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Save 100% on your flight
Price was $682, price is now $455 per person
$455
per person
Feb 12 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (MDW)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was $931, price is now $729 per person
$729
per person
Jan 21 - Jan 28
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Chicago (MDW)
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $545, price is now $449 per person
$449
per person
Jan 21 - Jan 28
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Chicago (MDW)

Top Flight Deals

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

Frontier Airlines
Wed, Dec 10 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$75 Roundtrip, found 4 days ago
$75
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Dec 10 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Dec 15, priced at $75 found 4 days ago
Frontier Airlines
Fri, Jan 16 - Mon, Jan 19
DEN
Denver Intl.
MDW
Midway Intl.
$99 Roundtrip, found 23 hours ago
$99
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Fri, Jan 16 from Denver Intl. to Midway Intl., returning Mon, Jan 19, priced at $99 found 23 hours ago
Frontier Airlines
Wed, Dec 31 - Mon, Jan 5
IAH
George Bush Intercontinental
MDW
Midway Intl.
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 31 from George Bush Intercontinental to Midway Intl., returning Mon, Jan 5, priced at $107 found 1 day ago
Frontier Airlines
Thu, Dec 18 - Sun, Jan 4
MCO
Orlando Intl.
MDW
Midway Intl.
$143 Roundtrip, found 19 hours ago
$143
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Dec 18 from Orlando Intl. to Midway Intl., returning Sun, Jan 4, priced at $143 found 19 hours ago