Search Deals on
Gilman Vacation Packages

Build your package with 2 more options

Gilman Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Kings Inn By OYO Calumet Park I-57

Kings Inn By OYO Calumet Park I-57

2.5 out of 5
Price was $233, price is now $196 per person
$196
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Book a stay at this business-friendly hotel in Calumet Park. Enjoy free WiFi, free parking, and room service. Popular attractions Harborside International Golf Center and Abbott Park are located nearby.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Price was $562, price is now $450 per person
$450
per person
Dec 8 - Dec 12
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Stay at this 4-star 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.
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $237, price is now $206 per person
$206
per person
Dec 13 - Dec 15
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Quality Inn & Suites Matteson near I-57

Quality Inn & Suites Matteson near I-57

2.5 out of 5
Price was $303, price is now $269 per person
$269
per person
Nov 6 - Nov 9
found 6 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Price was $321, price is now $286 per person
$286
per person
Nov 22 - Nov 24
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was $399, price is now $358 per person
$358
per person
Dec 19 - Dec 21
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
Stay at this 4-star 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.
VIBE INN - WHIRLPOOL SUITES

VIBE INN - WHIRLPOOL SUITES

2.5 out of 5
Price was $386, price is now $358 per person
$358
per person
Nov 6 - Nov 9
found 6 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Welcome Inn & Suites - Lyons

Welcome Inn & Suites - Lyons

2 out of 5
Price was $248, price is now $238 per person
$238
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Stay at this hotel in Lyons. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions SeatGeek Stadium and Frank Lloyd Wright Historic District are located nearby.

Gilman Vacation Packages 3-4 Night Stays

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

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was $357, price is now $265 per person
$265
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was $562, price is now $450 per person
$450
per person
Dec 8 - Dec 12
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $325, price is now $269 per person
$269
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Price was $390, price is now $343 per person
$343
per person
Nov 22 - Nov 25
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)

Gilman Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
Price was $439, price is now $356 per person
$356
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Save 100% on your flight
Price was $539, price is now $385 per person
$385
per person
Nov 20 - Nov 25
found 23 hours ago
Roundtrip flight included
Dallas (DFW) 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 $753, price is now $625 per person
$625
per person
Nov 28 - Dec 3
just found
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $536, price is now $464 per person
$464
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Chicago (MDW)

Top Flight Deals

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

Delta
Wed, Dec 3 - Mon, Dec 15
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 3 from Minneapolis - St. Paul Intl. to Midway Intl., returning Mon, Dec 15, priced at $97 found 4 days ago
Frontier Airlines
Thu, Oct 23 - Tue, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$100 Roundtrip, found 3 days ago
$100
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Oct 28, priced at $100 found 3 days ago
Frontier Airlines
Thu, Oct 23 - Mon, Oct 27
DEN
Denver Intl.
MDW
Midway Intl.
$107 Roundtrip, found 5 days ago
$107
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Denver Intl. to Midway Intl., returning Mon, Oct 27, priced at $107 found 5 days ago
Frontier Airlines
Sat, Oct 18 - Sat, Oct 25
IAH
George Bush Intercontinental
MDW
Midway Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Oct 18 from George Bush Intercontinental to Midway Intl., returning Sat, Oct 25, priced at $112 found 4 days ago