Cheap flights from PDX to ORD (Portland Intl. to O'Hare Intl.)

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Cheap Flights from PDX to ORD starting at $139 One Way, $278 Round Trip

Prices starting at $278 for return flights and $139 for one-way flights to O'Hare Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Nov 12 - Tue, Nov 17
PDX
Portland
ORD
Chicago
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Portland to Chicago, returning Tue, Nov 17, priced at $278 found 1 day ago
Thu, Nov 5 - Tue, Nov 10
PDX
Portland
ORD
Chicago
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Portland to Chicago, returning Tue, Nov 10, priced at $282 found 1 day ago
Thu, Dec 10 - Mon, Dec 21
PDX
Portland
ORD
Chicago
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 10 from Portland to Chicago, returning Mon, Dec 21, priced at $288 found 1 day ago
Wed, Dec 30 - Tue, Jan 12
PDX
Portland
ORD
Chicago
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 30 from Portland to Chicago, returning Tue, Jan 12, priced at $308 found 2 days ago
Thu, Nov 12 - Sun, Nov 15
PDX
Portland
ORD
Chicago
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Portland to Chicago, returning Sun, Nov 15, priced at $309 found 1 day ago

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$199 nightly
The price is $234 total per night from Oct 24 to Oct 25
$234 total
Oct 24 - Oct 25
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 ...
Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$161 nightly
The price is $183 total per night from Oct 23 to Oct 24
$183 total
Oct 23 - Oct 24
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 ...
9/10 Wonderful! (3,217 reviews)
"Magnificent property. Truly breathtaking! My wife and I will be returning for certain!"

Reviewed on Oct 2, 2026

Hyatt 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
$133 nightly
The price is $151 total per night from Nov 1 to Nov 2
$151 total
Nov 1 - Nov 2
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 ...
9/10 Wonderful! (3,199 reviews)
"Love staying here when I need to go to Rosemont."

Reviewed on Oct 2, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$113 nightly
The price is $135 total per night from Nov 2 to Nov 3
$135 total
Nov 2 - Nov 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,140 reviews)
"The check-in process went smoothly, the location is great, and the rooms are spacious. Most of the amenities do show their age, but overall, it is an excellent place to stay for the price."

Reviewed on Oct 2, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$167 nightly
The price is $199 total per night from Nov 1 to Nov 2
$199 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$143 nightly
The price is $170 total per night from Nov 1 to Nov 2
$170 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection Ambassador Gold Coast
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,008 reviews)
"Dirty"

Reviewed on Oct 2, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from Oct 25 to Oct 26
$110 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,817 reviews)
"I didn't like that you had to park your car so far up the hill for the park and pay ."

Reviewed on Oct 1, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$90 nightly
The price is $104 total per night from Nov 1 to Nov 2
$104 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
7.8/10 Good! (3,179 reviews)
"First, the room does not seem to have adequate soundproofing, as loud intimate noises from the neighboring room are clearly audible and have made my stay quite uncomfortable. Second, the air conditioning unit is not functioning properly — it turns on and off intermittently and is not cooling effectively. ..."

Reviewed on Oct 2, 2026

Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$208 nightly
The price is $208 total per night from Nov 2 to Nov 3
$208 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (3,405 reviews)
"Rooms full of smoke , called maintenance multiple times, dirty linen and curtains"

Reviewed on Oct 2, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$116 nightly
The price is $136 total per night from Nov 2 to Nov 3
$136 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,008 reviews)
"Dirty"

Reviewed on Oct 2, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$173 nightly
The price is $232 total per night from Nov 1 to Nov 2
$232 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$215 nightly
The price is $256 total per night from Oct 31 to Nov 1
$256 total
Oct 31 - Nov 1
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$147 nightly
The price is $201 total per night from Nov 1 to Nov 2
$201 total
Nov 1 - Nov 2
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Embassy Suites by Hilton Chicago Downtown River North
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.

PDX to ORD Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
PDX Address & GPS
Address:
7000 NE Airport Way
Portland OR, 97218
United States
IATA Code:
PDX
Longitude:
-122.592901
Latitude:
45.588995
Time Zone:
America/Los_Angeles
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from PDX Airport to O'Hare Intl. Airport (ORD)?
Multiple companies operate direct flights from Portland Airport to ORD, which will be music to your ears if the idea of stopping over in some random airport sends you into an absolute tailspin. Check out the fares with United Airlines and Alaska Airlines.
What is the shortest flight from PDX Airport to O'Hare Airport?
The quickest flight from Portland to Chicago is 4 hours and 1 minute. Grab a wine from the drink trolley, get stuck into your travel journal or finish that podcast — you'll have enough time on this medium-haul trip.
How many hours flight from PDX Airport to O'Hare Intl. Airport (ORD)?
Typically, the flight time from PDX to ORD takes 4 hours and 1 minute. If you're eager to be as comfortable as you can, contemplate upgrading your seat using miles or cash.
What airlines have the most flights from PDX Airport to O'Hare Airport?
A stress-free, fun-filled trip starts with choosing a top-notch airline. Alaska Airlines (AS) offers 54 flights each month from PDX Airport to O'Hare Intl. Airport (ORD). Why not hop on board and find out why it's considered one of the best? Also consider the deals available with United Airlines (UA). Offering 108 flights each month between Portland and Chicago, they'll ensure your journey is just as delightful as the destination.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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