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Did you mean flights from Chicago to Portland?

Flights from Portland to Chicago, United States Last modified: Sep 28, 2016 2:26 AM

TIPSave $22 by flying into Lansing instead of Chicago from Portland

Portland to Chicago Last modified: Sep 28, 2016 2:26 AM

We've scanned 26,771,905,517 round trip itineraries and found the cheapest flights from Portland to Chicago. JetBlue & United frequently offer the best deals on Portland to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

JetBlue
PWMCHI
Tue 10/25
1 stop
CHIPWM
Fri 10/28
1 stop
$235
Select
United
PWMCHI
Thu 11/10
1 stop
CHIPWM
Sun 11/13
1 stop
$336
Select

How Much is a Flight from Portland to Chicago?

We have collected flight cost data from across the web for travel from Portland to Chicago, and have found the average flight price for this trip to be $360.

Where To Buy Cheap Flights from Portland to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Portland to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Portland to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from Portland to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $1,103 $475
7-14 days $804 $413
14-21 days $657 $394
21-30 days $619 $235
30-60 days $619 $275
60-90 days $618 $403
90+ days $619 $226

Cheapest Day To Fly from Portland to Chicago

We've examined 26,779,839,826 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Portland to Chicago is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$425 $235 $316 $336 $394 $275 $537

Compare Flight Prices from Portland to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Portland to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
October Portland Chicago JetBlue 10/25/16 10/28/16 1 $235
November Portland Chicago JetBlue 11/16/16 11/19/16 1 $316
December Portland Chicago United 12/1/16 12/4/16 2 $403
March Portland Chicago JetBlue 3/23/17 3/31/17 1 $226
June Portland Chicago United 6/9/17 6/20/17 1 $472

Cheap Last Minute Flights from Portland to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Portland to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
25 26 27 28 29 30 1
$716
2 3 4 5 6 7 8
$716 $804
9 10 11 12 13 14 15
$804 $394
16 17 18 19 20 21 22
$394 $431
23 24 25 26 27 28 29
$431 $376
30 31 1 2 3 4 5
$376

Connecting Flights vs Direct Flights from Portland to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Portland to Chicago is $285.

The average price for direct flights from Portland to Chicago is $619.

The chart below shows up to date information regarding non-stop flights from Portland to Chicago.

Weekly Direct Flights from Portland to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 3 3 3 3 3 3 3 05:54 16:46

One Way Flights vs Round Trip Flights from Portland to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Portland to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Portland to Chicago is not available.

The average price for round trip flights from Portland to Chicago is $285.

Portland to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Portland to Chicago?
Answer: The average Portland to Chicago flight time is 2 hours and 45 minutes.
Question: How far is Chicago from Portland?
Answer: The distance from Portland to Chicago is 897 miles (1,443 kilometers).
Question: How common are direct flights from Portland to Chicago?
Answer: There are 20 direct flights from Portland to Chicago.
Question: What are the most popular Portland airlines for direct flights from Portland to Chicago?
Answer: United Airlines provides 100% of the non-stop flights between Portland and Chicago.
Question: What are the most popular connecting cities when flying from Portland to Chicago?
Answer: Newark, NJ

Airlines in Portland flying to Chicago Last modified: Sep 28, 2016 2:27 AMNumber of routes searched: 168Number of itineraries searched: 65,425

Wondering which airlines fly out of Portland to Chicago? We've gathered the average price of Portland airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Portland to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American PHL
American DCA
American CLT
United -
United EWR
United IAD
JetBlue JFK
American SAT
United BUF
American ATL
United IND

Portland to Chicago Airports

These are the major commercial airports we're currently monitoring in Portland and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Portland - PWM

FlightsAirlineLowest Price
Flights from Portland to Milwaukee Delta, United $280

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from Boston to Chicago American, JetBlue, Delta, Spirit, United $81
Flights from Hartford to Chicago American, Delta, United $177
Flights from Providence to Chicago American $177
Flights from Albany to Chicago American, Delta, United $259
Flights from Burlington to Chicago JetBlue, Delta, United $251
Flights from Manchester to Chicago Delta, United $177
Flights from Bangor to Chicago Delta, United $505
Flights from Boston to Atlanta American, JetBlue, Delta, Spirit, United $81
Flights from Boston to New York JetBlue, Delta $97
Flights from Boston to Milwaukee American, Delta, United $272
Flights from Boston to Dallas - Ft Worth American, JetBlue, Delta, Spirit, United $81
Flights from Boston to Detroit JetBlue, Delta, Spirit $81
Flights from Boston to Indianapolis American, Delta, United $177
Flights from Boston to Minneapolis - St Paul Delta, Spirit, Sun Country, United $203
Flights from Hartford to Milwaukee American, Delta, United $202
Flights from Boston to South Bend Delta, United $274
Flights from Boston to Grand Rapids American, Delta, United $214
Flights from Hartford to Atlanta American, Delta, United $218
Flights from Boston to Washington American, JetBlue, Delta, United $81
Flights from Boston to St Louis American, Delta, United $320
Flights from Boston to Madison American, Delta, United $292
Flights from Albany to Milwaukee American, Delta, United $284
Flights from Providence to Milwaukee American, Delta $251
Flights from Manchester to Milwaukee Delta, United $254
Flights from Boston to Los Angeles American, Alaska, JetBlue, Delta, Spirit, Sun Country, United, Virgin America $212
Flights from Boston to Baltimore JetBlue, Delta, Spirit $80
Flights from Boston to Columbus American, Delta, United $157

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from Boston to Toronto American, Air Canada, Delta, Porter, United, WestJet $214
Flights from Boston to London American, Air Berlin, Air Canada, Air France, Finnair, British Airways, Delta, Norwegian Shuttle, Aer Lingus, Icelandair, Iberia, KLM, Lufthansa, El Al, SAS, Tap Portugal, United, Virgin Atlantic, WestJet, WOW air $400
Cheap Flights from Portland to Chicago