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

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Cheap Flights from PDX to ORD starting at $157 One Way, $311 Round Trip

Prices starting at $311 for return flights and $157 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.

Sat, Aug 15 - Tue, Aug 25
PDX
Portland
ORD
Chicago
$311 Roundtrip, found 17 hours ago
$311
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Sat, Aug 15 from Portland to Chicago, returning Tue, Aug 25, priced at $311 found 17 hours ago
Wed, Aug 12 - Sat, Aug 22
PDX
Portland
ORD
Chicago
$314 Roundtrip, found 17 hours ago
$314
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Wed, Aug 12 from Portland to Chicago, returning Sat, Aug 22, priced at $314 found 17 hours ago
Tue, Jul 7 - Fri, Jul 17
PDX
Portland
ORD
Chicago
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Jul 7 from Portland to Chicago, returning Fri, Jul 17, priced at $315 found 3 days ago
Sat, Aug 1 - Sat, Aug 8
PDX
Portland
ORD
Chicago
$315 Roundtrip, found 2 days ago
$315
Roundtrip
found 2 days ago
Select United flight, departing Sat, Aug 1 from Portland to Chicago, returning Sat, Aug 8, priced at $315 found 2 days ago
Sat, Aug 15 - Tue, Aug 25
PDX
Portland
ORD
Chicago
$315 Roundtrip, found 17 hours ago
$315
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Aug 15 from Portland to Chicago, returning Tue, Aug 25, priced at $315 found 17 hours 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
$230 nightly
The price is $270 total per night from Jul 2 to Jul 3
$270 total
Jul 2 - Jul 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 ...
8.4/10 Very Good! (2,308 reviews)
"It was a clean room but in AM ready to go in bathroom and who comes out of the bathroom was a large brown cockroach! Yikes!"

Reviewed on May 29, 2026

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
$159 nightly
The price is $181 total per night from Jun 28 to Jun 29
$181 total
Jun 28 - Jun 29
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! (2,598 reviews)
"Convenient to O’Hare with reliable shuttle that runs frequently. The hotel itself and staff exceeded expectations. Would definitely stay here again."

Reviewed on May 31, 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
$134 nightly
The price is $152 total per night from Jun 28 to Jun 29
$152 total
Jun 28 - Jun 29
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! (2,979 reviews)
"Property well maintained. Rooms very cozy. Bathrooms gorgeous, but noisy from next door neighbor in the bathroom, not sound proofed. Excellant resturant attached. Shuttle bus needs to add a step stool to climb in van. Other than that Great stay."

Reviewed on Jun 1, 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
$140 nightly
The price is $167 total per night from Jun 29 to Jun 30
$167 total
Jun 29 - Jun 30
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! (10,147 reviews)
"So if you have a lake view room close to the elevator apparently the sun overheats the ac units in these rooms and they wont work. They offered to move rooms or a fan which actually worked very well but it seemed like it was a known issue so why not find some kind of fix? Other then that not a bad ..."

Reviewed on Jun 1, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$154 nightly
The price is $183 total per night from Jun 28 to Jun 29
$183 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,501 reviews)
"Unfortunately our stay wasn’t what we had hoped for. We booked this hotel simply for the rooftop. We were there celebrating our friends 50th birthday. We were told as checking it that the rooftop was closed for a private event, but if we wanted to we could purchase tickets to go. Next, our room ran ..."

Reviewed on Jun 1, 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$203 nightly
The price is $242 total per night from Jun 30 to Jul 1
$242 total
Jun 30 - Jul 1
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! (4,314 reviews)
"Great clean room, staff were so nice!"

Reviewed on Jun 1, 2026

Hotel Riu Plaza 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.

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
$65 nightly
The price is $73 total per night from Jun 23 to Jun 24
$73 total
Jun 23 - Jun 24
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! (1,944 reviews)
"The floor felt like I was going to fall through. My feet turned black from dirty floor. Doors looked like they had been water damage. The top bed blanket was dirty. For the price I paid, should of had a mIcrowave and refrigerator included."

Reviewed on Jun 1, 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
$103 nightly
The price is $114 total per night from Jun 30 to Jul 1
$114 total
Jun 30 - Jul 1
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! (1,461 reviews)
"It was a great stay!"

Reviewed on Jun 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
$109 nightly
The price is $125 total per night from Jun 2 to Jun 3
$125 total
Jun 2 - Jun 3
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! (3,014 reviews)
"The property needs a full renovation and remodel. The staff were great at checkin and checkout. The breakfast was in a small room off to the side where it was very tough to get through."

Reviewed on Jun 1, 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
$141 nightly
The price is $168 total per night from Jul 1 to Jul 2
$168 total
Jul 1 - Jul 2
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! (3,045 reviews)
"Amazing and incredibly helpful staff. The room was great and the hotel is in a phenomenal location. Second time staying there and look forward to doing so again in the future."

Reviewed on Jun 1, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$128 nightly
The price is $152 total per night from Jul 1 to Jul 2
$152 total
Jul 1 - Jul 2
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! (2,614 reviews)
"The room was clean although pretty outdated. The staff was helpful and polite."

Reviewed on May 31, 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
$65 nightly
The price is $73 total per night from Jun 23 to Jun 24
$73 total
Jun 23 - Jun 24
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! (1,944 reviews)
"The floor felt like I was going to fall through. My feet turned black from dirty floor. Doors looked like they had been water damage. The top bed blanket was dirty. For the price I paid, should of had a mIcrowave and refrigerator included."

Reviewed on Jun 1, 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
$245 nightly
The price is $291 total per night from Jun 28 to Jun 29
$291 total
Jun 28 - Jun 29
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! (2,861 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."

Reviewed on May 31, 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
$209 nightly
The price is $248 total per night from Jul 2 to Jul 3
$248 total
Jul 2 - Jul 3
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! (2,471 reviews)
"This is the second and the last time I stay at the Palmer. I like the proximity to certain landmarks and the beds were comfy but other than that, the bathroom wasn't clean, there was a lot of hair in the tub, the shower faucet handle was filled with black scum on the inside. There was also a piece ..."

Reviewed on May 31, 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
$220 nightly
The price is $261 total per night from Jun 14 to Jun 15
$261 total
Jun 14 - Jun 15
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! (5,961 reviews)
"The cleaning standards left much to be desired and failed to meet even my most minimal expectations; furthermore, serious security issues and an increase in the agreed-upon rate made my stay unpleasant."

Reviewed on Jun 1, 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

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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