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Eagle Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet 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.
The French Country Inn Lake Geneva
Save 100% on your flight
per person
Aug 7 - Aug 11
found 8 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star hotel in Lake Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Geneva Lake and Lake Geneva Cruise Line are located nearby.
Kimpton Gray Hotel by IHG
Save 100% on your flight
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby.
InterContinental Chicago Magnificent Mile by IHG
Save 100% on your flight
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago - River North
Save 100% on your flight
per person
Aug 3 - Aug 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star 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 Hoxton Chicago
Save 100% on your flight
per person
Jul 30 - Aug 4
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and United Center are located nearby.
Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG
per person
Aug 13 - Aug 17
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
Hilton Garden Inn Hoffman Estates
Save 100% on your flight
per person
Jul 30 - Aug 4
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3-star hotel in Hoffman Estates. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Bridges of Poplar Creek Country Club are located nearby.
Eagle Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Eagle 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.
Tue, Jul 1 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$138 Roundtrip, found 7 hours ago
$138
Roundtrip
found 7 hours ago
Sat, Jun 14 - Wed, Jun 18
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$143 Roundtrip, found 6 days ago
$143
Roundtrip
found 6 days ago
Thu, Sep 4 - Sun, Sep 7
LAX
Los Angeles Intl.
MKE
General Mitchell Intl.
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Mon, Jul 28 - Fri, Aug 1
DEN
Denver Intl.
MKE
General Mitchell Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
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