Search Deals onFair Plain Vacation Packages
Fair Plain Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Chicago-Downers Grove by IHG
Save 100% on your flight
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Book a stay at this business-friendly hotel in Downers Grove. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yorktown Shopping Center and Morton Arboretum are located nearby.

Fairmont Chicago at Millennium Park
Save 100% on your flight
per person
May 20 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Spark by Hilton Stevensville
Save 100% on your flight
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silver Beach and Grand Mere State Park are located nearby.

Embassy Suites by Hilton Chicago Downtown River North
per person
May 20 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Glen Club
Save 100% on your flight
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3.5-star golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and Kohl Children's Museum are located nearby.

Wrigleyville Suites
Save 100% on your flight
per person
May 29 - Jun 1
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this aparthotel in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located nearby.

The Boulevard Inn & Bistro
Save 100% on your flight
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Stay at this 3.5-star hotel in Saint Joseph. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Silver Beach and FuzzyButz Pet Bakery are located nearby.

The Chicago Hotel Collection River North
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Fair Plain Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Fair Plain Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Sat, Apr 26 - Sat, May 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago

Fri, Jun 20 - Wed, Jun 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$184 Roundtrip, found 4 days ago
$184
Roundtrip
found 4 days ago

Fri, May 2 - Sun, May 4
LAX
Los Angeles Intl.
MDW
Midway Intl.
$250 Roundtrip, found 4 days ago
$250
Roundtrip
found 4 days ago

Sun, Jun 29 - Thu, Jul 3
LAX
Los Angeles Intl.
SBN
South Bend Intl.
$491 Roundtrip, found 6 days ago
$491
Roundtrip
found 6 days ago
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