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

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Cheap Flights from PDX to ORD starting at $118 One Way, $228 Round Trip

Prices starting at $228 for return flights and $118 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, Oct 13 - Tue, Oct 20
PDX
Portland
ORD
Chicago
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Portland to Chicago, returning Tue, Oct 20, priced at $228 found 1 day ago
Tue, Nov 3 - Tue, Nov 10
PDX
Portland
ORD
Chicago
$230 Roundtrip, found 2 days ago
$230
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Nov 3 from Portland to Chicago, returning Tue, Nov 10, priced at $230 found 2 days ago
Thu, Oct 22 - Tue, Oct 27
PDX
Portland
ORD
Chicago
$248 Roundtrip, found 2 hours ago
$248
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Portland to Chicago, returning Tue, Oct 27, priced at $248 found 2 hours ago
Tue, Oct 13 - Tue, Oct 20
PDX
Portland
ORD
Chicago
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Oct 13 from Portland to Chicago, returning Tue, Oct 20, priced at $251 found 1 day ago
Tue, Nov 3 - Sat, Nov 7
PDX
Portland
ORD
Chicago
$256 Roundtrip, found 3 hours ago
$256
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Nov 3 from Portland to Chicago, returning Sat, Nov 7, priced at $256 found 3 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
$229 nightly
The price is $269 total per night from Oct 17 to Oct 18
$269 total
Oct 17 - Oct 18
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
$186 nightly
The price is $212 total per night from Oct 4 to Oct 5
$212 total
Oct 4 - Oct 5
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
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
$156 nightly
The price is $177 total per night from Sep 27 to Sep 28
$177 total
Sep 27 - Sep 28
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 ...
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

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$159 nightly
The price is $190 total per night from Sep 20 to Sep 21
$190 total
Sep 20 - Sep 21
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
$179 nightly
The price is $213 total per night from Oct 13 to Oct 14
$213 total
Oct 13 - Oct 14
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! (2,242 reviews)
"I loved the location. The staff were very helpful and patient. The fact that you guys were located by the beach was Awesome. We will definately be back"

Reviewed on Sep 16, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$164 nightly
The price is $195 total per night from Sep 27 to Sep 28
$195 total
Sep 27 - Sep 28
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! (10,262 reviews)
"The room was very nice . Aury and bright. Staff, especially the bell hop were friendly and helpful. Only drawback was the construction on the floor above us and the price of food at the resturant. But overall a good experience."

Reviewed on Sep 16, 2026

Congress Plaza 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
$57 nightly
The price is $65 total per night from Oct 15 to Oct 16
$65 total
Oct 15 - Oct 16
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
$106 nightly
The price is $117 total per night from Sep 27 to Sep 28
$117 total
Sep 27 - Sep 28
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! (1,771 reviews)
"This hotel is awesome except for the pool area The pool ice cold, the hot tub not even bathwater warm..... Parents in the pool area were letting kids (8-10) run wild and cannon ball, splash, 15 people with babies in the hot tub at the same time.... The rooms are awesome , beds comfortable and breakfast ..."

Reviewed on Sep 16, 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
$101 nightly
The price is $116 total per night from Oct 7 to Oct 8
$116 total
Oct 7 - Oct 8
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! (3,175 reviews)
"Great staff"

Reviewed on Sep 16, 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
$226 nightly
The price is $268 total per night from Oct 12 to Oct 13
$268 total
Oct 12 - Oct 13
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
$150 nightly
The price is $179 total per night from Sep 27 to Sep 28
$179 total
Sep 27 - Sep 28
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! (2,834 reviews)
"We had a good stay overall! The staff was friendly, helpful, and welcoming. The location was definitely a highlight—it was within walking distance of many restaurants, attractions, and other places we wanted to visit, which made getting around very convenient. The room and some of the hotel areas ..."

Reviewed on Sep 16, 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
$57 nightly
The price is $65 total per night from Oct 15 to Oct 16
$65 total
Oct 15 - Oct 16
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
$263 nightly
The price is $313 total per night from Sep 20 to Sep 21
$313 total
Sep 20 - Sep 21
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
$303 nightly
The price is $360 total per night from Sep 27 to Sep 28
$360 total
Sep 27 - Sep 28
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! (2,651 reviews)
"Nice hotel, good food Except the room, very dusty and hair everywhere even in sheets."

Reviewed on Sep 16, 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
$184 nightly
The price is $250 total per night from Sep 20 to Sep 21
$250 total
Sep 20 - Sep 21
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

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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