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

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Cheap Flights from PDX to ORD starting at $130 One Way, $252 Round Trip

Prices starting at $252 for return flights and $130 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, Dec 3 - Tue, Dec 8
PDX
Portland
ORD
Chicago
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Portland to Chicago, returning Tue, Dec 8, priced at $252 found 6 days ago
Tue, Feb 2 - Tue, Feb 16
PDX
Portland
ORD
Chicago
$260 Roundtrip, found 6 days ago
$260
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Feb 2 from Portland to Chicago, returning Tue, Feb 16, priced at $260 found 6 days ago
Thu, Dec 3 - Tue, Dec 8
PDX
Portland
ORD
Chicago
$265 Roundtrip, found 6 days ago
$265
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Portland to Chicago, returning Tue, Dec 8, priced at $265 found 6 days ago
Mon, Dec 7 - Tue, Dec 15
PDX
Portland
ORD
Chicago
$268 Roundtrip, found 4 hours ago
$268
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Portland to Chicago, returning Tue, Dec 15, priced at $268 found 4 hours ago
Thu, Dec 10 - Sat, Dec 12
PDX
Portland
ORD
Chicago
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Dec 10 from Portland to Chicago, returning Sat, Dec 12, priced at $272 found 5 days 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
$191 nightly
The price is $224 total per night from Nov 28 to Nov 29
$224 total
Nov 28 - Nov 29
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 ...
8.6/10 Excellent! (2,589 reviews)
"Hotel needs spiffing"

Reviewed on Nov 4, 2026

Hilton Chicago O'Hare Airport
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
$127 nightly
The price is $145 total per night from Nov 23 to Nov 24
$145 total
Nov 23 - Nov 24
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 ...
8.6/10 Excellent! (2,892 reviews)
"Really nice stay for a good price and good area. Within walking distance to the Rosemont theater and the mall. The only downside is there wasn’t a microwave in our room, but they had one downstairs to use at least."

Reviewed on Nov 4, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$144 nightly
The price is $164 total per night from Nov 22 to Nov 23
$164 total
Nov 22 - Nov 23
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 ...
Hyatt Regency O'Hare Chicago
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
$106 nightly
The price is $126 total per night from Nov 22 to Nov 23
$126 total
Nov 22 - Nov 23
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! (10,101 reviews)
"Amazing view of the city, lake, and park from the room!"

Reviewed on Nov 4, 2026

Congress Plaza 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
$116 nightly
The price is $138 total per night from Nov 9 to Nov 10
$138 total
Nov 9 - Nov 10
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 ...
8/10 Very Good! (2,657 reviews)
"Room was very dated with stained carpet and furniture. Hotel is very dark and needs a refresh. Breakfast was OK, nothing special."

Reviewed on Nov 5, 2026

The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$106 nightly
The price is $127 total per night from Nov 15 to Nov 16
$127 total
Nov 15 - Nov 16
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
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 Nov 12 to Nov 13
$70 total
Nov 12 - Nov 13
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 ...
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 Nov 29 to Nov 30
$110 total
Nov 29 - Nov 30
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 ...
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
$84 nightly
The price is $97 total per night from Nov 25 to Nov 26
$97 total
Nov 25 - Nov 26
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! (3,245 reviews)
"Very convenient staff 👌 verry helpful and polite"

Reviewed on Nov 4, 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
$146 nightly
The price is $174 total per night from Dec 3 to Dec 4
$174 total
Dec 3 - Dec 4
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. ...
Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$119 nightly
The price is $140 total per night from Dec 4 to Dec 5
$140 total
Dec 4 - Dec 5
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 ...
7.8/10 Good! (2,952 reviews)
"Hotel was very scary to stay, I did not expect this kind of Hotel is available on Hotels.com website, you should remove this Hotel from your list"

Reviewed on Nov 4, 2026

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 Nov 12 to Nov 13
$70 total
Nov 12 - Nov 13
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 ...
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
$155 nightly
The price is $184 total per night from Dec 6 to Dec 7
$184 total
Dec 6 - Dec 7
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 ...
8.4/10 Very Good! (3,021 reviews)
"The staff for the most part were kind and helpful but there were a few issues. When requesting a blow dryer and safe repair it took hours and we need to leave. Also they threw a party in the room next to us and security banged on our door and kept calling us telling us to keep it down despite us ..."

Reviewed on Nov 3, 2026

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
$157 nightly
The price is $186 total per night from Nov 24 to Nov 25
$186 total
Nov 24 - Nov 25
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
$123 nightly
The price is $147 total per night from Dec 6 to Dec 7
$147 total
Dec 6 - Dec 7
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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