Best Flight From Portland Intl. To ORD

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Amazing PDX to ORD Flight Deals

The cheapest flights to O'Hare Intl. were $276 for round trip flights and $151 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Sep 28 - Sun, Oct 4
PDX
Portland
ORD
Chicago
$276 Roundtrip, found 4 days ago
$276
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Mon, Sep 28 from Portland to Chicago, returning Sun, Oct 4, priced at $276 found 4 days ago
Fri, Oct 2 - Sat, Oct 3
PDX
Portland
ORD
Chicago
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Oct 2 from Portland to Chicago, returning Sat, Oct 3, priced at $279 found 1 day ago
Thu, Sep 24 - Fri, Sep 25
PDX
Portland
ORD
Chicago
$280 Roundtrip, found 6 days ago
$280
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Thu, Sep 24 from Portland to Chicago, returning Fri, Sep 25, priced at $280 found 6 days ago
Fri, Oct 2 - Mon, Oct 5
PDX
Portland
ORD
Chicago
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, Oct 2 from Portland to Chicago, returning Mon, Oct 5, priced at $283 found 2 days ago
Fri, Sep 25 - Thu, Oct 1
PDX
Portland
ORD
Chicago
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Fri, Sep 25 from Portland to Chicago, returning Thu, Oct 1, priced at $285 found 5 days ago
Mon, Sep 21 - Tue, Sep 22
PDX
Portland
ORD
Chicago
$298 Roundtrip, found 4 days ago
$298
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Mon, Sep 21 from Portland to Chicago, returning Tue, Sep 22, priced at $298 found 4 days ago

Hotels near O'Hare Intl. Airport (ORD)

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$265 nightly
The price is $311 total per night from Oct 2 to Oct 3
$311 total
Oct 2 - Oct 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
8.4/10 Very Good! (2,477 reviews)
"checkout - front desk was intentionally moving slowly and quite rude"

Reviewed on Sep 11, 2026

Opens in a new windowHilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$188 nightly
The price is $214 total per night from Oct 11 to Oct 12
$214 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
Opens in a new windowHyatt Regency O'Hare Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
$156 nightly
The price is $177 total per night from Sep 20 to Sep 21
$177 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
9/10 Wonderful! (3,144 reviews)
"The bartender was the icing on the cake! Excellent person"

Reviewed on Sep 12, 2026

Opens in a new windowHoliday Inn Chicago O'Hare – Rosemont by IHG
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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
$161 nightly
The price is $184 total per night from Sep 20 to Sep 21
$184 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
Opens in a new windowCrowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
5500 N River Rd Rosemont IL
$157 nightly
The price is $179 total per night from Sep 27 to Sep 28
$179 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
8.8/10 Excellent! (1,761 reviews)
"Muy buena opción en relación precio-calidad. Personal muy amable, desde recepción hasta restaurantes. Locación inmejorable!"

Reviewed on Sep 12, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago O'Hare Rosemont
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

4 out of 5
5460 North River Road Rosemont IL
$147 nightly
The price is $167 total per night from Sep 20 to Sep 21
$167 total
Sep 20 - Sep 21
Total with taxes and fees
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.
8.8/10 Excellent! (1,004 reviews)
"We had a wonderful stay at this hotel! The property was very well maintained, and our room was exceptionally clean and comfortable. The staff was friendly, kind, and helpful throughout our stay. Having a Starbucks right inside the hotel was also an added bonus and very convenient. The only downside ..."

Reviewed on Sep 11, 2026

Opens in a new windowDoubleTree by Hilton Chicago O'Hare Airport - Rosemont
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 out of 5
5300 N River Rd Rosemont IL
$239 nightly
The price is $272 total per night from Sep 18 to Sep 19
$272 total
Sep 18 - Sep 19
Total with taxes and fees
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
9.4/10 Exceptional! (2,220 reviews)
"Very nice!! Staff was great! VERY customer friendly. Good food. Nice fitness center."

Reviewed on Sep 11, 2026

Opens in a new windowLoews Chicago O'Hare Hotel
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3 out of 5
3001 South Mannheim Road Des Plaines IL
$135 nightly
The price is $159 total per night from Sep 28 to Sep 29
$159 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Des Plaines. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Rivers Casino are located nearby.
Opens in a new windowHoliday Inn Express & Suites Chicago O'Hare Airport by IHG
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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.

Top Picks

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.