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Northwest Chicago Vacation Packages

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Northwest Chicago Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $478, price is now $300 per person
$300
per person
May 8 - May 10
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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Price was $2,129, price is now $1,157 per person
$1,157
per person
May 27 - Jun 2
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 parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,575, price is now $997 per person
$997
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $2,703, price is now $1,737 per person
$1,737
per person
May 29 - Jun 1
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Price was $829, price is now $573 per person
$573
per person
May 27 - Jun 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Rosemont. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $1,460, price is now $1,017 per person
$1,017
per person
May 22 - May 26
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

4 out of 5
Price was $762, price is now $537 per person
$537
per person
May 27 - Jun 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Rosemont. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
Central Loop Hotel

Central Loop Hotel

4 out of 5
Price was $1,731, price is now $1,266 per person
$1,266
per person
May 27 - Jun 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Northwest Chicago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $834, price is now $520 per person
$520
per person
Jun 4 - Jun 7
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 $1,249, price is now $666 per person
$666
per person
Jun 4 - Jun 7
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 $1,575, price is now $997 per person
$997
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,703, price is now $1,737 per person
$1,737
per person
May 29 - Jun 1
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Northwest Chicago Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,600, price is now $827 per person
$827
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was $2,129, price is now $1,157 per person
$1,157
per person
May 27 - Jun 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $1,714, price is now $1,014 per person
$1,014
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was $2,370, price is now $1,422 per person
$1,422
per person
May 27 - Jun 2
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.

Frontier Airlines
Wed, Apr 22 - Wed, May 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$131 Roundtrip, found 4 hours ago
$131
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to O'Hare Intl., returning Wed, May 6, priced at $131 found 4 hours ago
Frontier Airlines
Wed, Apr 15 - Mon, Apr 20
LAX
Los Angeles Intl.
MDW
Midway Intl.
$230 Roundtrip, found 3 hours ago
$230
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Los Angeles Intl. to Midway Intl., returning Mon, Apr 20, priced at $230 found 3 hours ago
Qatar Airways
Mon, Apr 13 - Sat, May 2
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$1,066 Roundtrip, found 6 hours ago
$1,066
Roundtrip
found 6 hours ago
Select Qatar Airways flight, departing Mon, Apr 13 from Hong Kong Intl. to O'Hare Intl., returning Sat, May 2, priced at $1,066 found 6 hours ago
Asiana Airlines
Wed, Jun 3 - Mon, Sep 7
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,156 Roundtrip, found 4 hours ago
$1,156
Roundtrip
found 4 hours ago
Select Asiana Airlines flight, departing Wed, Jun 3 from Pudong Intl. to O'Hare Intl., returning Mon, Sep 7, priced at $1,156 found 4 hours ago