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Machesney Park Vacation Packages

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Machesney Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Villa Christina

Villa Christina

3 out of 5
Save 100% on your flight
Price was $967, price is now $664 per person
$664
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Griffin Museum of Science and Industry and Rate Field are located nearby.
Property was maintained very well, very clean with some artful style. Staff reaponsed quickly fie any needs or inquiry. Feels like a home. Community is safe and neighbors are nice. Street parking is reletively easy.

Reviewed on Aug 4, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,553, price is now $999 per person
$999
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this 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.
Very dirty

Reviewed on Aug 22, 2026

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Save 100% on your flight
Price was $1,286, price is now $833 per person
$833
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Great location!

Reviewed on Aug 23, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,687, price is now $1,100 per person
$1,100
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,482, price is now $990 per person
$990
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The hotel had everything we needed. I do think it could be a super cold place to try to sleep in the winter with all the glass walls. It was cold at night even in August. It was also incredibly loud all throughout the night. I was glad I thought to bring a few warm layers and earplugs. The people working at the front desk and around the hotel were all super friendly and welcoming.

Reviewed on Aug 22, 2026

Lodge Geneva National

Lodge Geneva National

4 out of 5
Save 100% on your flight
Price was $1,015, price is now $706 per person
$706
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Book a stay at this golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Geneva Lake and Geneva National Golf Club are located nearby.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,976, price is now $1,410 per person
$1,410
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Allentown (ABE) 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.

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was $1,032, price is now $739 per person
$739
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Ridiculous

Reviewed on Aug 22, 2026

Machesney Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,115, price is now $663 per person
$663
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,553, price is now $999 per person
$999
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,687, price is now $1,100 per person
$1,100
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,282, price is now $1,511 per person
$1,511
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)

Machesney Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,517, price is now $793 per person
$793
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,673, price is now $947 per person
$947
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,905, price is now $1,083 per person
$1,083
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,611, price is now $945 per person
$945
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

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

Allegiant Air
Fri, Aug 28 - Mon, Aug 31
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$250 Roundtrip, found 6 days ago
$250
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Fri, Aug 28 from Phoenix - Mesa Gateway to Greater Rockford, returning Mon, Aug 31, priced at $250 found 6 days ago
Allegiant Air
Fri, Aug 28 - Mon, Aug 31
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$265 Roundtrip, found 4 days ago
$265
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Aug 28 from Phoenix - Mesa Gateway to Greater Rockford, returning Mon, Aug 31, priced at $265 found 4 days ago
American Airlines
Wed, Aug 26 - Mon, Aug 31
TPA
Tampa Intl.
RFD
Greater Rockford
$396 Roundtrip, found 4 days ago
$396
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Aug 26 from Tampa Intl. to Greater Rockford, returning Mon, Aug 31, priced at $396 found 4 days ago
American Airlines
Fri, Aug 28 - Mon, Aug 31
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$547 Roundtrip, found 6 days ago
$547
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Aug 28 from Sky Harbor Intl. to Greater Rockford, returning Mon, Aug 31, priced at $547 found 6 days ago