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 $247 for round trip flights and $131 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 2 - Sat, Oct 3
PDX
Portland
ORD
Chicago
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Fri, Oct 2 from Portland to Chicago, returning Sat, Oct 3, priced at $247 found 6 days ago
Thu, Oct 1 - Fri, Oct 2
PDX
Portland
ORD
Chicago
$248 Roundtrip, found 6 days ago
$248
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Thu, Oct 1 from Portland to Chicago, returning Fri, Oct 2, priced at $248 found 6 days ago
Fri, Oct 2 - Mon, Oct 5
PDX
Portland
ORD
Chicago
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Fri, Oct 2 from Portland to Chicago, returning Mon, Oct 5, priced at $252 found 6 days ago
Mon, Oct 5 - Tue, Oct 6
PDX
Portland
ORD
Chicago
$256 Roundtrip, found 6 days ago
$256
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Mon, Oct 5 from Portland to Chicago, returning Tue, Oct 6, priced at $256 found 6 days ago
Thu, Sep 24 - Mon, Sep 28
PDX
Portland
ORD
Chicago
$268 Roundtrip, found 19 hours ago
$268
Roundtrip
found 19 hours ago
Select Bargain Flight flight, departing Thu, Sep 24 from Portland to Chicago, returning Mon, Sep 28, priced at $268 found 19 hours ago
Fri, Oct 2 - Mon, Oct 5
PDX
Portland
ORD
Chicago
$268 Roundtrip, found 6 days ago
$268
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Portland to Chicago, returning Mon, Oct 5, priced at $268 found 6 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
$230 nightly
The price is $270 total per night from Aug 16 to Aug 17
$270 total
Aug 16 - Aug 17
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 Fashion Outlets of Chicago and Rosemont Theatre are located nearby.
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
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
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 Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
Opens in a new windowHyatt Regency O'Hare Chicago
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
$113 nightly
The price is $129 total per night from Aug 24 to Aug 25
$129 total
Aug 24 - Aug 25
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 Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
Opens in a new windowCrowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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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
$132 nightly
The price is $151 total per night from Aug 10 to Aug 11
$151 total
Aug 10 - Aug 11
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 Rivers Casino are located nearby.
9/10 Wonderful! (3,088 reviews)
"Por qué no incluyen desayuno la habitación de por si es muy cara y la calidad de los colchones muy corrientes"

Reviewed on Jul 26, 2026

Opens in a new windowHoliday Inn Chicago O'Hare – Rosemont 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
$163 nightly
The price is $186 total per night from Aug 9 to Aug 10
$186 total
Aug 9 - Aug 10
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 Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
8.8/10 Excellent! (1,560 reviews)
"Everything was great but I’m from the south and paying 40 dollars a night for parking is what kept me from rating this hotel a 5 ⭐️"

Reviewed on Jul 25, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago O'Hare Rosemont
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
$117 nightly
The price is $138 total per night from Aug 24 to Aug 25
$138 total
Aug 24 - Aug 25
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.
8.8/10 Excellent! (1,940 reviews)
"The hotel has a self service coffee maker in the lobby and no other coffee or tea available in the hotel or rooms. The machine is only on from 630am-10pm for who know what reason, but when the only option for the hotel shuttle leaves at 610am, I only wanted a cup of coffee. The hotel staff was so ..."

Reviewed on Jul 26, 2026

Opens in a new windowHoliday Inn Express & Suites Chicago O'Hare Airport by IHG
Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

3 out of 5
10249 Irving Park Road Schiller Park IL
$110 nightly
The price is $126 total per night from Aug 13 to Aug 14
$126 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fashion Outlets of Chicago and Rosemont Theatre are located nearby.
Opens in a new windowFour Points by Sheraton Chicago O'Hare Airport
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 out of 5
5300 N River Rd Rosemont IL
$209 nightly
The price is $238 total per night from Aug 7 to Aug 8
$238 total
Aug 7 - Aug 8
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 Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
9.4/10 Exceptional! (2,120 reviews)
"Very quiet and convenient. About a 20 minute walk from the Rosemont CTA stop. The nearby Des Plaines Riverwalk is a great place for walking."

Reviewed on Jul 25, 2026

Opens in a new windowLoews Chicago O'Hare Hotel
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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.

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*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.