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ORD to PWM

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 fare₹14,573Delta Air Lines
Fastest2h 26mgate to gate
Options found136flights on this route
Find your flight ORD PWM

Available Flights & Fares

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

Prices in INR
136 flight options

Fares are checked again before payment.

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Delta Air Lines
Delta Air Lines
DL-1264
05:27
2026-10-30
CHICAGO (ORD)O Hare International
6H :35 M
1 Stop
ATL · 2h 01m Atlanta (ATL), United States
13:02
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Delta Air Lines
Delta Air Lines
DL-2767
06:00
2026-10-30
CHICAGO (ORD)O Hare International
6H :12 M
1 Stop
LGA · 2h 33m New York (LGA), United States
13:12
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-4741
08:45
2026-10-30
CHICAGO (ORD)O Hare International
2H :46 M
Non Stop
12:31
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-422
10:50
2026-10-30
CHICAGO (ORD)O Hare International
2H :26 M
Non Stop
14:16
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-4478
13:29
2026-10-30
CHICAGO (ORD)O Hare International
2H :35 M
Non Stop
17:04
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-1401
18:18
2026-10-30
CHICAGO (ORD)O Hare International
2H :34 M
Non Stop
21:52
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-4504
20:00
2026-10-30
CHICAGO (ORD)O Hare International
2H :40 M
Non Stop
23:40
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2997
06:59
2026-10-30
CHICAGO (ORD)O Hare International
7H :44 M
1 Stop
DCA · 3h 53m Washington (DCA), United States
15:43
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2345
07:48
2026-10-30
CHICAGO (ORD)O Hare International
6H :55 M
1 Stop
DCA · 3h 07m Washington (DCA), United States
15:43
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1725
08:29
2026-10-30
CHICAGO (ORD)O Hare International
6H :40 M
1 Stop
PHL · 2h 51m Philadelphia (PHL), United States
16:09
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 4 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2700
08:52
2026-10-30
CHICAGO (ORD)O Hare International
5H :51 M
1 Stop
DCA · 2h 00m Washington (DCA), United States
15:43
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-315
09:30
2026-10-30
CHICAGO (ORD)O Hare International
5H :13 M
1 Stop
DCA · 1h 23m Washington (DCA), United States
15:43
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-523
10:08
2026-10-30
CHICAGO (ORD)O Hare International
4H :35 M
1 Stop
DCA · 0h 45m Washington (DCA), United States
15:43
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-5992
15:00
2026-10-30
CHICAGO (ORD)O Hare International
7H :59 M
1 Stop
DCA · 3h 58m Washington (DCA), United States
23:59
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-2840
15:37
2026-10-30
CHICAGO (ORD)O Hare International
5H :54 M
1 Stop
PHL · 2h 04m Philadelphia (PHL), United States
22:31
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2840
15:37
2026-10-30
CHICAGO (ORD)O Hare International
6H :59 M
1 Stop
PHL · 3h 05m Philadelphia (PHL), United States
23:36
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-2650
15:40
2026-10-30
CHICAGO (ORD)O Hare International
6H :41 M
1 Stop
EWR · 2h 57m New York (EWR), United States
23:21
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-1630
16:40
2026-10-30
CHICAGO (ORD)O Hare International
5H :41 M
1 Stop
EWR · 1h 55m New York (EWR), United States
23:21
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-1848
16:50
2026-10-30
CHICAGO (ORD)O Hare International
4H :41 M
1 Stop
PHL · 0h 49m Philadelphia (PHL), United States
22:31
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1848
16:50
2026-10-30
CHICAGO (ORD)O Hare International
5H :46 M
1 Stop
PHL · 1h 50m Philadelphia (PHL), United States
23:36
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2769
16:50
2026-10-30
CHICAGO (ORD)O Hare International
6H :09 M
1 Stop
DCA · 2h 19m Washington (DCA), United States
23:59
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1743
17:29
2026-10-30
CHICAGO (ORD)O Hare International
5H :07 M
1 Stop
PHL · 0h 53m Philadelphia (PHL), United States
23:36
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces

Recommended hotels in Portland

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

Search hotels
United Airlines
United Airlines
UA-378
17:30
2026-10-30
CHICAGO (ORD)O Hare International
4H :51 M
1 Stop
EWR · 1h 07m New York (EWR), United States
23:21
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-489
17:50
2026-10-30
CHICAGO (ORD)O Hare International
5H :09 M
1 Stop
DCA · 1h 19m Washington (DCA), United States
23:59
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-2202
18:07
2026-10-30
CHICAGO (ORD)O Hare International
4H :52 M
1 Stop
IAD · 1h 03m Washington (IAD), United States
23:59
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Delta Air Lines
Delta Air Lines
DL-1247
06:30
2026-10-30
CHICAGO (ORD)O Hare International
5H :32 M
1 Stop
ATL · 0h 57m Atlanta (ATL), United States
13:02
2026-10-30
Portland (PWM)Intl Jetport
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces

Up to 120 of 136 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 ₹14,573 Delta Air Lines 05:27
Earliest departure ₹29,515 American Airlines 05:00
Shortest duration ₹18,640 United Airlines 10:50
Night 00:00-05:59 ₹14,573 Delta Air Lines at 05:27
Morning 06:00-11:59 ₹14,573 Delta Air Lines at 06:00
Afternoon 12:00-17:59 ₹18,640 American Airlines at 13:29
Evening 18:00-23:59 ₹18,640 United Airlines at 18:18

Departure & Arrival Airport Details

Chicago (ORD)

O Hare International

USA

Portland (PWM)

Intl Jetport

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₹18,6402h 26m5 flights
Connecting flight₹14,573Longer, includes a stop131 options

3 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 ₹18,64093 flights
Fares from
₹18,640
Non-stop
2 in these results
Departures
93 in the list above

American Airlines Flights

from ₹18,64025 flights
Fares from
₹18,640
Non-stop
3 in these results
Departures
25 in the list above

Delta Air Lines Flights

from ₹14,57318 flights
Fares from
₹14,573
Non-stop
None in these results
Departures
18 in the list above

Route Overview & Flight Facts

Fastest flight duration2h 26m · United Airlines
First departure of the day05:00 · American Airlines
Last departure of the day21:48 · United Airlines
Flight options found136
Direct / non-stop options5
Airport codesChicago–ORD, Portland–PWM

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 136 flight options, 5 of them non-stop. The first flight leaves around 05:00 and the last around 21:48. The fastest flight takes about 2h 26m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Night from ₹14,573, Morning from ₹14,573, Afternoon from ₹18,640, Evening from ₹18,640. 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 ₹14,573. 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 PWM?

Yes. 5 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, American Airlines and Delta Air Lines 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 2h 26m. Non-stop flights here take between 2h 26m and 2h 46m. 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 ₹14,573. Fares on the same dates run up to ₹62,384, 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 21:48, 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–PWM, 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 PWM 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 ₹14,573 30/10/2026 Delta Air Lines 05:27
Cheapest Airfare Within 30 Days ₹14,282 07/11/2026 Delta Air Lines 05:27
Cheapest Airfare Within 90 Days ₹13,844 06/01/2027 Delta Air Lines 05:27

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 136 flight options, 5 of them non-stop. The first departure from Chicago is at 05:00 and the last is at 21:48. Flights leave from O Hare International and land at Intl Jetport.

Flight Route Details & Analysis

Flight DetailsInformation
RouteChicago to Portland
Flight Duration2h 26m - 30h 22m
Airport CodesChicago - ORD, Portland - PWM
Total Flights Available136 flights5 direct131 with layovers
First Flight DepartureDeparts at 05:00
Last Flight DepartureDeparts at 21:48
Early Morning Flights (12 AM - 8 AM)26 flights0 direct26 with layovers
Morning Flights (8 AM - 12 PM)22 flights2 direct20 with layovers
Afternoon Flights (12 PM - 4 PM)31 flights1 direct30 with layovers
Evening Flights (4 PM - 8 PM)41 flights1 direct40 with layovers
Night Flights (8 PM - 12 AM)16 flights1 direct15 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.

PWM: Portland airport. Portland 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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