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

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Cheap Flights from PDX to ORD starting at $135 One Way, $259 Round Trip

Prices starting at $259 for return flights and $135 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, Sep 10 - Sat, Sep 19
PDX
Portland
ORD
Chicago
$259 Roundtrip, found 20 hours ago
$259
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Sep 10 from Portland to Chicago, returning Sat, Sep 19, priced at $259 found 20 hours ago
Fri, Oct 16 - Mon, Oct 19
PDX
Portland
ORD
Chicago
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 16 from Portland to Chicago, returning Mon, Oct 19, priced at $263 found 1 day ago
Thu, Sep 10 - Sat, Sep 19
PDX
Portland
ORD
Chicago
$265 Roundtrip, found 20 hours ago
$265
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Sep 10 from Portland to Chicago, returning Sat, Sep 19, priced at $265 found 20 hours ago
Thu, Sep 10 - Mon, Sep 14
PDX
Portland
ORD
Chicago
$266 Roundtrip, just found
$266
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 10 from Portland to Chicago, returning Mon, Sep 14, priced at $266 just found
Thu, Sep 17 - Sun, Sep 20
PDX
Portland
ORD
Chicago
$268 Roundtrip, found 15 hours ago
$268
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Portland to Chicago, returning Sun, Sep 20, priced at $268 found 15 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 Aug 8 to Aug 9
$269 total
Aug 8 - Aug 9
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
$189 nightly
The price is $215 total per night from Aug 6 to Aug 7
$215 total
Aug 6 - Aug 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 ...
Hyatt Regency O'Hare Chicago
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
$109 nightly
The price is $124 total per night from Aug 6 to Aug 7
$124 total
Aug 6 - Aug 7
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! (2,954 reviews)
"Room was spacious and beds were comfortable. But... there was no luggage rack in the room... otherwise well-appointed."

Reviewed on Jul 17, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr 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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$189 nightly
The price is $215 total per night from Aug 6 to Aug 7
$215 total
Aug 6 - Aug 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 ...
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$144 nightly
The price is $171 total per night from Jul 19 to Jul 20
$171 total
Jul 19 - Jul 20
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 ...
8.2/10 Very Good! (1,778 reviews)
"They place was very nice"

Reviewed on Jul 18, 2026

The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$254 nightly
The price is $302 total per night from Aug 9 to Aug 10
$302 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,927 reviews)
"Well... when we got there the rooms weren't ready and we had to wait over 4 hours until we finally got our rooms ready at 9 pm. There was no water in my room. And the room AC was very loud and the constant elevator noise while it moved up and down throughout the night... felt like sleeping next to ..."

Reviewed on Jul 18, 2026

The Wade
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 Aug 10 to Aug 11
$73 total
Aug 10 - Aug 11
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! (1,986 reviews)
"It's a Motel 6 so expectations shouldn't be too high but this place was pretty aweful. The room was baren. A bed, a tv and a table, not much else. The carpets in the main hallways were pretty dirty. There was a garbage can on the first floor by the ice machine that was overflowing (items on the ground) ..."

Reviewed on Jul 18, 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
$120 nightly
The price is $133 total per night from Aug 9 to Aug 10
$133 total
Aug 9 - Aug 10
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! (1,587 reviews)
"Buen servicio"

Reviewed on Jul 18, 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
$106 nightly
The price is $122 total per night from Aug 9 to Aug 10
$122 total
Aug 9 - Aug 10
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 ...
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
$140 nightly
The price is $166 total per night from Aug 10 to Aug 11
$166 total
Aug 10 - Aug 11
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
$166 nightly
The price is $197 total per night from Aug 17 to Aug 18
$197 total
Aug 17 - Aug 18
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
$65 nightly
The price is $73 total per night from Aug 10 to Aug 11
$73 total
Aug 10 - Aug 11
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! (1,986 reviews)
"It's a Motel 6 so expectations shouldn't be too high but this place was pretty aweful. The room was baren. A bed, a tv and a table, not much else. The carpets in the main hallways were pretty dirty. There was a garbage can on the first floor by the ice machine that was overflowing (items on the ground) ..."

Reviewed on Jul 18, 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
$237 nightly
The price is $282 total per night from Aug 9 to Aug 10
$282 total
Aug 9 - Aug 10
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
$241 nightly
The price is $287 total per night from Aug 9 to Aug 10
$287 total
Aug 9 - Aug 10
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! (2,523 reviews)
"Pretty clean room, great fitness room, great, friendly staff and easy check in. Well-stocked bar and a fun main room for drinks and socializing."

Reviewed on Jul 17, 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
$211 nightly
The price is $250 total per night from Aug 16 to Aug 17
$250 total
Aug 16 - Aug 17
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! (6,007 reviews)
"Excelente ubicación, todo muy bueno"

Reviewed on Jul 18, 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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