Ashburn Vacations from $396
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The Latest Ashburn Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hotel Felix River North/Magnificent Mile
Oct 4 - Oct 7Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.2/10 - Very Good (2,878 reviews)"GreatGreat quite wonderful"Reviewed July 30, 2026Roundtrip ā¢ Atlanta (ATL) - Chicago (ORD)ATL - ORD ā¢ Nonstop ORD - ATL ā¢ Nonstop - Hotel Riu Plaza Chicago
Oct 4 - Oct 7Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (4,872 reviews)Roundtrip ā¢ Atlanta (ATL) - Chicago (ORD)ATL - ORD ā¢ Nonstop ORD - ATL ā¢ Nonstop - Pendry Chicago
Oct 4 - Oct 7Pendry Chicago + Flight
Downtown Chicago3 nights4.5 star property9.2/10 - Wonderful (1,152 reviews)"The property is one of the coolest places in Chicago. Conveniently located to the Magnificent Mile, Millennial Park, and the Theater District."Reviewed July 28, 2026Roundtrip ā¢ Atlanta (ATL) - Chicago (ORD)ATL - ORD ā¢ Nonstop ORD - ATL ā¢ Nonstop - Sable at Navy Pier Chicago, Curio Collection by Hilton
Oct 4 - Oct 7Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (2,618 reviews)Roundtrip ā¢ Atlanta (ATL) - Chicago (ORD)ATL - ORD ā¢ Nonstop ORD - ATL ā¢ Nonstop - Level Chicago - River North
Oct 15 - Oct 19Level Chicago - River North + Flight
Downtown Chicago4 nights4.0 star property9.2/10 - Wonderful (1,043 reviews)"This was the best hotel Iāve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities"Reviewed July 30, 2026Roundtrip ā¢ Atlanta (ATL) - Chicago (ORD)ATL - ORD ā¢ Nonstop ORD - ATL ā¢ Nonstop
What to do near Ashburn
Chicago: Willis Tower Skydeck and The Ledge Ticket
$42
per adult
88% of travelers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travelers recommend
Ashburn Hotel Deals
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago IL2.5 star property
Ashburn
6.0 out of 10, (82 reviews)
6.0/10
(82 reviews)
"Hate I paid extra to get a smoking room but was told I couldnāt smoke in it."
$95 nightly
The price is $110
$110 total
Aug 5 - Aug 6
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop3.0 star property
The Loop, 9.5 mi from Ashburn
8.8 out of 10, Excellent, (2,103 reviews)
8.8/10
Excellent
(2,103 reviews)
$169 nightly
The price is $201
$201 total
Aug 30 - Aug 31
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton4.0 star property
Streeterville, 11.4 mi from Ashburn
9.4 out of 10, Exceptional, (2,618 reviews)
9.4/10
Exceptional
(2,618 reviews)
$215 nightly
The price is $256
$256 total
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG3.0 star property
West Loop, 9.6 mi from Ashburn
8.6 out of 10, Excellent, (1,112 reviews)
8.6/10
Excellent
(1,112 reviews)
$164 nightly
The price is $195
$195 total
Aug 30 - Aug 31
Total with taxes and fees
7.8 out of 10, Good, (3,252 reviews)
7.8/10
Good
(3,252 reviews)
"Very close to all the attractions. Parking is nearby but priceyš. Staff are OK. Cleanliness is OK and the smell of our room we love it. "
$142 nightly
The price is $169
$169 total
Aug 24 - Aug 25
Total with taxes and fees
Best Western Grant Park Hotel
Best Western Grant Park Hotel2.5 star property
The Loop, 9.5 mi from Ashburn
8.2 out of 10, Very Good, (2,750 reviews)
8.2/10
Very Good
(2,750 reviews)
"El hotel le hace falta pintura en los pasillos y renovaciĆ³n de sus mobiliarios, lozas y baƱos.
El piso del baƱo y baƱera ya curtidos por el tiempo de uso. Por el lado del inhodoro tenĆa un hueco en el piso. El mueble del baƱo desgastado por el tiempo. Toallas deterioradas por el uso y el tiempo.
Falta de seguridad frente al hotel.
Mucho ruido en los pasillos."
$143 nightly
The price is $170
$170 total
Aug 30 - Aug 31
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG3.5 star property
9.9 mi from Ashburn
9.0 out of 10, Wonderful, (2,443 reviews)
9.0/10
Wonderful
(2,443 reviews)
"Don't even want to talk about this property and its manager.EVER.
THEY CANCEL MY BOOKING 1 HOUR BEFORE I GOT TO THE PROPERTT DRIVING 15 HOURS FEOM JERSEY."
$206 nightly
The price is $245
$245 total
Aug 13 - Aug 14
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast4.0 star property
Gold Coast, 11.8 mi from Ashburn
8.0 out of 10, Very Good, (1,864 reviews)
8.0/10
Very Good
(1,864 reviews)
$152 nightly
The price is $181
$181 total
Aug 11 - Aug 12
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.