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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.
The Wade

The Wade

4.5 out of 5
Save 100% on your flight
Price was $624, price is now $401 per person
$401
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
My room was so clean, staff was friendly, and the hotel was in such a perfect spot for the lake, shopping, and Navy Pier. I truly can’t wait to go back! Will say parking looked pricey, but the area is very walkable and I felt very safe being out so late and walking from Soldier Stadium to The Wade, from the Riverwalk to The Wade, Navy Pier to The Wade.

Reviewed on Sep 10, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,014, price is now $571 per person
$571
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Amazing. Book here always.

Reviewed on Sep 10, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,574, price is now $898 per person
$898
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $779, price is now $457 per person
$457
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Location and facility was very nice

Reviewed on Sep 7, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,464, price is now $917 per person
$917
per person
Oct 15 - Oct 19
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. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on Sep 7, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $781, price is now $491 per person
$491
per person
Oct 29 - Nov 1
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, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $781, price is now $500 per person
$500
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Old,

Reviewed on Sep 8, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $742, price is now $478 per person
$478
per person
Oct 29 - Nov 1
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, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Machesney Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $779, price is now $457 per person
$457
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,028, price is now $545 per person
$545
per person
Oct 29 - Nov 1
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 $1,574, price is now $898 per person
$898
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $797, price is now $492 per person
$492
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Machesney Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,063, price is now $640 per person
$640
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,571, price is now $855 per person
$855
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,180, price is now $685 per person
$685
per person
Nov 23 - Nov 30
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 $2,080, price is now $1,229 per person
$1,229
per person
Nov 24 - Nov 29
found 10 hours 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.

American Airlines
Thu, Sep 10 - Sun, Sep 13
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$566 Roundtrip, found 4 days ago
$566
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Sep 10 from Sky Harbor Intl. to Greater Rockford, returning Sun, Sep 13, priced at $566 found 4 days ago
American Airlines
Thu, Sep 10 - Sun, Sep 13
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$578 Roundtrip, found 11 hours ago
$578
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Sep 10 from Sky Harbor Intl. to Greater Rockford, returning Sun, Sep 13, priced at $578 found 11 hours ago
American Airlines
Thu, Sep 10 - Sun, Sep 13
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$639 Roundtrip, found 1 hour ago
$639
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Sep 10 from Sky Harbor Intl. to Greater Rockford, returning Sun, Sep 13, priced at $639 found 1 hour ago
American Airlines
Thu, Sep 10 - Sun, Sep 13
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$696 Roundtrip, found 6 days ago
$696
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 10 from Sky Harbor Intl. to Greater Rockford, returning Sun, Sep 13, priced at $696 found 6 days ago