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Cheap flights Chicago to Portland

1 passenger, economy

Nonstop flights from Chicago to Portland: American Airlines. Nonstop flights per week: 1. Flight time: 2 hours 28 minutes. Distance: 1440 km. Tickets from NZ$315 (departure 4 November).

Prices updated on 26 October at 10:53

See also: Flights from ChicagoFlights to Portland

Cheap flights Chicago to Portland

Compare prices, duration and stops

American Airlines
AA 4741 Best price
08:30
O'Hare International Airport (ORD)
Wed, 4 Nov
2h 28min
Direct
11:58
Portland (PWM)
Wed, 4 Nov
NZ$315
Southwest Airlines
WN 1776
14:05
Chicago Midway International Airport (MDW)
Fri, 11 Dec
4h 25min
1 stop
19:30
Portland (PWM)
Fri, 11 Dec
NZ$356

Low price calendar

From
To
October 2026 — no data Mon, 26 Oct · One way

Prices as of 26 October, 11:04 Moscow time

Cheap flights Chicago to Portland

American Airlines
American Airlines
Wed
Price from
NZ$315

Popular destinations from Chicago

All →
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
NZ$54
CHI
Chicago — Denver
United States → United States
DEN
from
NZ$56
CHI
Chicago — Baltimore
United States → United States
BWI
from
NZ$60
CHI
Chicago — Washington
United States → United States
WAS
from
NZ$80
CHI
Chicago — Philadelphia
United States → United States
PHL
from
NZ$86
CHI
Chicago — Miami
United States → United States
MIA
from
NZ$89
CHI
Chicago — St Louis
United States → United States
STL
from
NZ$97
CHI
Chicago — Phoenix
United States → United States
PHX
from
NZ$98

Popular destinations to Portland

All →
NYC
New York — Portland
United States → United States
PWM
from
NZ$180
ORL
Orlando — Portland
United States → United States
PWM
from
NZ$219
CLT
Charlotte — Portland
United States → United States
PWM
from
NZ$275
TLH
Tallahassee — Portland
United States → United States
PWM
from
NZ$308
RIC
Richmond — Portland
United States → United States
PWM
from
NZ$313
HRL
Harlingen — Portland
United States → United States
PWM
from
NZ$342
ALB
Albany — Portland
United States → United States
PWM
from
NZ$348
SJC
San Jose — Portland
United States → United States
PWM
from
NZ$353

Flights from Chicago to cities near Portland

Cheaper than Portland right now: Boston — from NZ$161, NZ$154 less. The cities are 153 km apart.

City Distance Direct Flights Airlines Price from
PortlandPWM — 122
BostonBOS 153 km 25276 NZ$154 cheaper
ProvidencePVD 231 km 032

Distance is a straight line between the cities. Prices are the lowest one-way fares.

Cheap flights Chicago to Portland

Price from
NZ$315
Average price
NZ$336
Flight time
2 hours 28 minutes
Distance
1 440 km
Рейсов в неделю
1
Airlines
2
Most frequent flight
AA 4741

Prices as of 26 October, 10:53 Moscow time

Airports on the Chicago — Portland route

From → to Flights Direct Airlines Price from
O'Hare International AirportORD PortlandPWM Cheapest
111
Chicago Midway International AirportMDW PortlandPWM
101

Departure airports · Chicago

Arrival airports · Portland

  • PortlandPWM

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Frequently Asked Questions

Yes. Nonstop flights from Chicago to Portland are operated by: American Airlines. A nonstop flight takes 2 hours 28 minutes on average. Nonstop tickets start at NZ$315.
The average ticket price Chicago Portland is NZ$336. The cheapest ticket costs NZ$315, operated by American Airlines, flight AA 4741, departing Chicago on 4 November at 08:30, arriving Portland on 4 November at 11:58. Prices as of 26 October.
A nonstop flight takes 2 hours 28 minutes on average. With a connection: from 4 hours 25 minutes.
Flights from Chicago to Portland depart from these airports: O'Hare International Airport (ORD), Chicago Midway International Airport (MDW). Most flights depart from O'Hare International Airport. Arrival: Portland (PWM).
Tickets from Chicago to Portland are sold by: American Airlines, Southwest Airlines. Nonstop: American Airlines.
The distance from Chicago to Portland is 1440 km.
Yes, the time difference is 1 hour: Chicago — UTC−5, Portland — UTC−4. For example: Chicago 12:00 → Portland 13:00.