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

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Cheap Flights from PDX to ORD starting at $111 One Way, $206 Round Trip

Prices starting at $206 for return flights and $111 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.

Tue, May 12 - Sat, May 16
PDX
Portland
ORD
Chicago
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, May 12 from Portland to Chicago, returning Sat, May 16, priced at $206 found 5 days ago
Tue, May 12 - Sat, May 16
PDX
Portland
ORD
Chicago
$216 Roundtrip, found 5 days ago
$216
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, May 12 from Portland to Chicago, returning Sat, May 16, priced at $216 found 5 days ago
Tue, May 12 - Wed, Jun 3
PDX
Portland
ORD
Chicago
$238 Roundtrip, found 4 days ago
$238
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, May 12 from Portland to Chicago, returning Wed, Jun 3, priced at $238 found 4 days ago
Tue, Apr 21 - Tue, Apr 28
PDX
Portland
ORD
Chicago
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Apr 21 from Portland to Chicago, returning Tue, Apr 28, priced at $240 found 4 days ago
Sun, May 3 - Wed, May 6
PDX
Portland
ORD
Chicago
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
Select United flight, departing Sun, May 3 from Portland to Chicago, returning Wed, May 6, priced at $257 found 2 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
$196 nightly
The price is $230 total per night from Apr 3 to Apr 4
$230 total
Apr 3 - Apr 4
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 ...
8.4/10 Very Good! (2,218 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport

Reviewed on Mar 10, 2026

Hilton Chicago O'Hare Airport
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
$118 nightly
The price is $135 total per night from Mar 22 to Mar 23
$135 total
Mar 22 - Mar 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 breakfast ...
9/10 Wonderful! (2,888 reviews)
Excellent

Reviewed on Mar 12, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$135 nightly
The price is $154 total per night from Apr 6 to Apr 7
$154 total
Apr 6 - Apr 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 ...
8.8/10 Excellent! (2,397 reviews)
This is a beautiful hotel with striking architecture. We had a really great meal at the restaurant. We can't think of anything that should be improved.

Reviewed on Mar 13, 2026

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
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
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! (9,918 reviews)
The hotel is very dated. Room had stale smell. Staff brought us extra sheets and fans to keep the room cooler. The staff what there is was helpful. No one really is around.

Reviewed on Mar 13, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$156 nightly
The price is $183 total per night from Mar 30 to Mar 31
$183 total
Mar 30 - Mar 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,523 reviews)
Staff was very courteous and helpful

Reviewed on Mar 13, 2026

Hotel Riu Plaza Chicago
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
$127 nightly
The price is $149 total per night from Mar 22 to Mar 23
$149 total
Mar 22 - Mar 23
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 ...
8.6/10 Excellent! (5,736 reviews)
Great location. Good amenities. Nice breakfast. Comfy beds. Quiet.

Reviewed on Mar 12, 2026

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.

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
$50 nightly
The price is $56 total per night from Apr 2 to Apr 3
$56 total
Apr 2 - Apr 3
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! (1,864 reviews)
Everything was fine but I didn't get room service for 4 days.

Reviewed on Mar 11, 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
$91 nightly
The price is $101 total per night from Mar 22 to Mar 23
$101 total
Mar 22 - Mar 23
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 ...
7.4/10 Good! (1,298 reviews)
Not good staff was not helpful

Reviewed on Mar 13, 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
$84 nightly
The price is $97 total per night from Apr 1 to Apr 2
$97 total
Apr 1 - Apr 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 ...
8/10 Very Good! (2,932 reviews)
Yes easy to find. None of the 3 different ice makers worked

Reviewed on Mar 12, 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
$80 nightly
The price is $94 total per night from Mar 25 to Mar 26
$94 total
Mar 25 - Mar 26
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. ...
8/10 Very Good! (2,804 reviews)
Ass

Reviewed on Mar 13, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$103 nightly
The price is $121 total per night from Mar 18 to Mar 19
$121 total
Mar 18 - Mar 19
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 ...
7.4/10 Good! (2,527 reviews)
Water wasnt very hot

Reviewed on Mar 12, 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
$50 nightly
The price is $56 total per night from Apr 2 to Apr 3
$56 total
Apr 2 - Apr 3
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! (1,864 reviews)
Everything was fine but I didn't get room service for 4 days.

Reviewed on Mar 11, 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
$139 nightly
The price is $163 total per night from Mar 22 to Mar 23
$163 total
Mar 22 - Mar 23
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 ...
8.2/10 Very Good! (2,795 reviews)
Good

Reviewed on Mar 10, 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
$159 nightly
The price is $183 total per night from Apr 5 to Apr 6
$183 total
Apr 5 - Apr 6
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 ...
8.6/10 Excellent! (2,323 reviews)
Clean rooms, great staff, great amenities. Next to the loop and the red line. In the heart of downtown Chicago, very historic and beautiful.

Reviewed on Mar 12, 2026

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
$127 nightly
The price is $149 total per night from Mar 22 to Mar 23
$149 total
Mar 22 - Mar 23
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 ...
8.6/10 Excellent! (5,736 reviews)
Great location. Good amenities. Nice breakfast. Comfy beds. Quiet.

Reviewed on Mar 12, 2026

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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