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ORD to PDX

Chicago to Portland Flights

Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.

Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fareUS$163Delta Air Lines
Fastest4h 37mgate to gate
Options found156flights on this route
Find your flight ORD PDX

Available Flights & Fares

Compare fares, timings and baggage. Pick the flight that suits your trip.

Prices in USD
156 flight options

Fares are checked again before payment.

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Delta Air Lines
Delta Air Lines
DL-2041
06:35
2026-10-30
CHICAGO (ORD)United StatesO Hare International
7H :14 M
1 Stop
SEA · 1h 17m Seattle (SEA), United States
11:49
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1564
12:50
2026-10-30
CHICAGO (ORD)United StatesO Hare International
9H :10 M
1 Stop
SEA · 3h 30m Seattle (SEA), United States
20:00
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-967
14:45
2026-10-30
CHICAGO (ORD)United StatesO Hare International
9H :34 M
1 Stop
LAX · 2h 44m Los Angeles (LAX), United States
22:19
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1533
15:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
6H :32 M
1 Stop
MSP · 0h 58m Minneapolis (MSP), United States
20:02
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1818
17:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
6H :26 M
1 Stop
SEA · 0h 39m Seattle (SEA), United States
21:56
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1818
17:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
8H :29 M
1 Stop
SEA · 2h 39m Seattle (SEA), United States
23:59
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1840
19:15
2026-10-30
CHICAGO (ORD)United StatesO Hare International
6H :32 M
1 Stop
SLC · 0h 47m Salt Lake City (SLC), United States
23:47
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1717
06:20
2026-10-30
CHICAGO (ORD)United StatesO Hare International
8H :18 M
1 Stop
MSP · 2h 56m Minneapolis (MSP), United States
12:38
2026-10-30
Portland (PDX)United StatesPortland International
Delta Air Lines
Delta Air Lines
DL-1556
07:29
2026-10-30
CHICAGO (ORD)United StatesO Hare International
10H :46 M
1 Stop
LAX · 3h 45m Los Angeles (LAX), United States
16:15
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-751
09:05
2026-10-30
CHICAGO (ORD)United StatesO Hare International
4H :47 M
Non Stop
11:52
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-2182
12:40
2026-10-30
CHICAGO (ORD)United StatesO Hare International
4H :40 M
Non Stop
15:20
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-2790
16:25
2026-10-30
CHICAGO (ORD)United StatesO Hare International
4H :47 M
Non Stop
19:12
2026-10-30
Portland (PDX)United StatesPortland International
AA
American Airlines
AA-966
16:59
2026-10-30
CHICAGO (ORD)United StatesO Hare International
4H :42 M
Non Stop
19:41
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1786
19:45
2026-10-30
CHICAGO (ORD)United StatesO Hare International
4H :42 M
Non Stop
22:27
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1811
13:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
9H :32 M
Non Stop
21:02
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1982
05:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
8H :43 M
1 Stop
IAH · 1h 04m Houston (IAH), United States
12:13
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-246
06:00
2026-10-30
CHICAGO (ORD)United StatesO Hare International
8H :22 M
1 Stop
SFO · 1h 43m San Francisco (SFO), United States
12:22
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1116
07:35
2026-10-30
CHICAGO (ORD)United StatesO Hare International
9H :02 M
1 Stop
SFO · 2h 17m San Francisco (SFO), United States
14:37
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1486
10:32
2026-10-30
CHICAGO (ORD)United StatesO Hare International
11H :43 M
1 Stop
IAD · 3h 44m Washington (IAD), United States
20:15
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-2668
11:05
2026-10-30
CHICAGO (ORD)United StatesO Hare International
11H :10 M
1 Stop
DCA · 3h 07m Washington (DCA), United States
20:15
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-638
12:42
2026-10-30
CHICAGO (ORD)United StatesO Hare International
10H :20 M
1 Stop
SFO · 3h 35m San Francisco (SFO), United States
21:02
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-2050
13:00
2026-10-30
CHICAGO (ORD)United StatesO Hare International
7H :09 M
1 Stop
DEN · 1h 25m Denver (DEN), United States
18:09
2026-10-30
Portland (PDX)United StatesPortland International

Recommended hotels in Portland

Stay options near the arrival city for the same travel date.

Search hotels
United Airlines
United Airlines
UA-646
13:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
6H :39 M
1 Stop
DEN · 0h 58m Denver (DEN), United States
18:09
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1128
13:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
8H :45 M
1 Stop
IAD · 0h 46m Washington (IAD), United States
20:15
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-646
13:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
9H :43 M
1 Stop
DEN · 3h 58m Denver (DEN), United States
21:13
2026-10-30
Portland (PDX)United StatesPortland International
United Airlines
United Airlines
UA-1658
14:22
2026-10-30
CHICAGO (ORD)United StatesO Hare International
10H :53 M
1 Stop
IAH · 3h 00m Houston (IAH), United States
23:15
2026-10-30
Portland (PDX)United StatesPortland International

Up to 120 of 156 options on this route. Open the full search to see them all with every filter.

No flights match the selected filters. Clear filters or open full search.

Airfare Highlights

From flights departing on Fri, 30 Oct 2026.

Lowest fare $163 Delta Air Lines 06:35
Earliest departure $240 American Airlines 05:00
Shortest duration $256 Alaska Airlines 14:14
Night 00:00-05:59 $223 United Airlines at 05:30
Morning 06:00-11:59 $163 Delta Air Lines at 06:35
Afternoon 12:00-17:59 $163 Delta Air Lines at 12:50
Evening 18:00-23:59 $163 Delta Air Lines at 19:15

Departure & Arrival Airport Details

Chicago (ORD)

O Hare International

USA

Portland (PDX)

Portland International

USA

Flights shown for 30 Oct 2026. View all flights opens the complete search result.
Smart travel dates

Holidays and peak dates for Portland

Fares and hotel rates usually run higher around these dates. Booking earlier or moving your trip by a day or two often costs less.

Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).

  • 12OctColumbus DayMonday
  • 12OctColumbus DayMonday
  • 12OctIndigenous Peoples' DayMonday
  • 11NovVeterans DayWednesday
  • 26NovThanksgiving DayThursday
  • 25DecChristmas DayFriday

Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here, so check the exact date for your travel year.

Compare your journey

How to travel Chicago to Portland

Ways to make this trip that you can book on FlyX, compared by price and journey time.

OptionFromJourney timeAvailabilityAction
Non-stop flight Fastest₹20,7634h 37m8 flights
Connecting flight₹15,729Longer, includes a stop148 options

4 airlines operate this route.

Road distance and coach duration are approximate estimates from the air distance, not a timetable.

Airlines flying from Chicago to Portland

Compare fares, stops, baggage and refundability across the airlines flying this route.

United Airlines Flights

from $21579 flights
Fares from
$215
Non-stop
5 in these results
Departures
79 in the list above

Delta Air Lines Flights

from $16333 flights
Fares from
$163
Non-stop
None in these results
Departures
33 in the list above

American Airlines Flights

from $21529 flights
Fares from
$215
Non-stop
2 in these results
Departures
29 in the list above

Alaska Airlines Flights

from $25615 flights
Fares from
$256
Non-stop
1 in these results
Departures
15 in the list above

Route Overview & Flight Facts

Fastest flight duration4h 37m · Alaska Airlines
First departure of the day05:00 · American Airlines
Last departure of the day21:57 · United Airlines
Flight options found156
Direct / non-stop options8
Airport codesChicago–ORD, Portland–PDX

Fares and timings are indicative. The exact price is confirmed with the airline when you search.

Flight Schedule, Timings & Airfare Insights

Daily Flight Schedule & Travel Duration

The search for Fri, 30 Oct found 156 flight options, 8 of them non-stop. The first flight leaves around 05:00 and the last around 21:57. The fastest flight takes about 4h 37m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Morning from $163, Afternoon from $163, Evening from $163, Night from $223. These observations do not predict the cheapest departure window on other dates.

Cheapest Airfare & Best Time to Book

Search your travel dates to compare current fares. Prices change with airline seat availability.

One-Way vs Round-Trip Fare Comparison

Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.

Online Web Check-In & Boarding Pass

Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.

How to Book Cheap Flights on FlyX

  1. 1
    Enter your travel details

    Choose one-way or round-trip, pick your dates and travellers in the search form above.

  2. 2
    Compare search results

    Sort or filter the Chicago–Portland results by price, departure time, stops and airline.

  3. 3
    Open the fare choices

    Check baggage allowance and refundability for each fare type before continuing.

  4. 4
    Review the final price

    Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.

  5. 5
    Pay securely

    UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.

Destination & City Travel Guide

About Chicago

Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.

Read more about Chicago

Tips for travellers from India

The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.

Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.

Best time to visit Chicago

May to June or September to October, about 12–25°C, for river and lake walks.

Places to visit in Chicago

Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue

How to reach Chicago

By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.

By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.

By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.

What to do in Chicago

Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.

Chicago airport information

O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.

Why Book Your Flight with FlyX?

Compare the available Chicago to Portland options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.

Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.

Fare checked before paymentCoupon eligibility checkedBooking status trackingBooking support

Exclusive Flight Offers & Promo Coupons

Coupon codeOfferMax saving
FLYX20Up to 20% Off on Flights₹1,500

Check coupon eligibility and the final discount on the review page before you pay. View full terms.

Frequently Asked Questions

Is it worth booking Chicago to Portland flights in advance?

There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the Chicago to Portland dates shown on this page, the lowest fare is on a Friday at $163. This can change from week to week.

How far is Chicago from Portland by air?

The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.

Are there non-stop flights from ORD to PDX?

Yes. 8 non-stop flights are listed on this page for Chicago to Portland. Use the Stops filter to see only those.

Which airlines fly Chicago to Portland?

United Airlines, Delta Air Lines, American Airlines and Alaska Airlines are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.

How long is the flight from Chicago to Portland?

The quickest non-stop Chicago to Portland flight on this page takes about 4h 37m. Non-stop flights here take between 4h 37m and 9h 32m. Journeys with a stop take longer, since the total includes the layover.

What is the cheapest Chicago to Portland flight fare?

The lowest Chicago to Portland fare on this page is $163. Fares on the same dates run up to $926, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.

What time do Chicago to Portland flights depart?

On the dates shown here, the first departure is around 05:00 and the last around 21:57, local time at Chicago. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.

Why does the price change after clicking Book Now?

Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.

Before you book this route

Check the airport codes ORD–PDX, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.

Where these fares come from

The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.

Fares shown are for departures on .

Check official travel requirements

Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.

For payment, ticket issuance or a change request, see FlyX support. About FlyX.

What to Expect When Booking Your Flight

The ORD to PDX cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.

Before you book

Compare nearby dates

The date strip opens the complete search result for the route and selected date.

Use filters

Shortlist by price, stops, departure time and refundable fare preference.

Check fare choices

Continue to Booking opens the verified fare choices, including baggage and refundability, before review.

Lowest Chicago to Portland airfare, in 30 days and in 90 days

Cheapest FareFareDateAirlineDeparture
Lowest Airfare $163 30/10/2026 Delta Air Lines 06:35
Cheapest Airfare Within 30 Days $160 07/11/2026 Delta Air Lines 06:35
Cheapest Airfare Within 90 Days $155 06/01/2027 Delta Air Lines 06:35

Book Chicago to Portland Flight Tickets on FlyX

FlyX lists each Chicago to Portland flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.

Chicago to Portland Flight Schedule and Timing

The search for these dates returned 156 flight options, 8 of them non-stop. The first departure from Chicago is at 05:00 and the last is at 21:57. Flights leave from O Hare International and land at Portland International.

Flight Route Details & Analysis

Flight DetailsInformation
RouteChicago to Portland
Flight Duration4h 37m - 26h 49m
Airport CodesChicago - ORD, Portland - PDX
Total Flights Available156 flights8 direct148 with layovers
First Flight DepartureDeparts at 05:00
Last Flight DepartureDeparts at 21:57
Early Morning Flights (12 AM - 8 AM)35 flights0 direct35 with layovers
Morning Flights (8 AM - 12 PM)29 flights2 direct27 with layovers
Afternoon Flights (12 PM - 4 PM)55 flights3 direct52 with layovers
Evening Flights (4 PM - 8 PM)31 flights3 direct28 with layovers
Night Flights (8 PM - 12 AM)6 flights0 direct6 with layovers

Airport Information & Terminals

ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.

PDX: Portland International airport. Portland International airport transfer should be matched to the exact hotel, suburb or meeting area. Rail can work well for light luggage, but late arrivals, winter weather and family baggage often make a direct cab or booked transfer easier.

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