How does KAYAK find such low prices on flights from Illinois to Portland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Portland.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Portland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to Portland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Portland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$102 CHEAP FLIGHTS from Illinois to Portland

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Cheap Flights from Illinois to Portland

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Portland

Tue, Sep 22 - Wed, Sep 30

1:19 pm - 11:17 pmMDW Chicago Midway-PWM Portland

8h 58m2 stops Detroit Metropolitan Wayne County New York LaGuardia

6:30 am - 4:15 pmPWM Portland-MDW Chicago Midway

10h 45m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

$279Delta

Sat, Sep 26 - Tue, Sep 29

4:50 pm - 11:28 pmSTL Lambert-St Louis-PWM Portland

5h 38m1 stop Newark

6:00 am - 12:13 pmPWM Portland-STL Lambert-St Louis

7h 13m1 stop Chicago O'Hare Intl

$281United Airlines

Sat, Sep 12 - Wed, Sep 16

5:18 pm - 11:47 pmSTL Lambert-St Louis-PWM Portland

5h 29m1 stop Chicago O'Hare Intl

10:04 am - 4:27 pmPWM Portland-STL Lambert-St Louis

7h 23m1 stop Washington, D.C. Reagan-National

$281American Airlines

Sat, Oct 10 - Tue, Oct 13

7:03 am - 3:43 pmSTL Lambert-St Louis-PWM Portland

7h 40m1 stop Washington, D.C. Reagan-National

6:00 am - 10:18 amPWM Portland-STL Lambert-St Louis

5h 18m1 stop Philadelphia

$281American Airlines

Wed, Feb 3 - Tue, Feb 9

10:35 am - 1:52 pmORD Chicago O'Hare Intl-PWM Portland

2h 17mnonstop

9:45 am - 11:42 amPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

$281United Airlines

Mon, Oct 26 - Fri, Oct 30

3:40 pm - 11:35 pmORD Chicago O'Hare Intl-PWM Portland

6h 55m1 stop Atlanta Hartsfield-Jackson

6:28 am - 10:28 amPWM Portland-ORD Chicago O'Hare Intl

5h 00m1 stop New York LaGuardia

$282Delta

Fri, Sep 11 - Tue, Sep 15

6:10 pm - 9:35 pmMDW Chicago Midway-PWM Portland

2h 25mnonstop

6:15 pm - 10:25 pmPWM Portland-MDW Chicago Midway

5h 10m1 stop Nashville Intl

$286Southwest

Tue, Sep 8 - Fri, Sep 11

6:50 pm - 10:10 pmMDW Chicago Midway-PWM Portland

2h 20mnonstop

10:30 am - 2:05 pmPWM Portland-MDW Chicago Midway

4h 35m1 stop Baltimore/Washington

$286Southwest

Fri, Oct 16 - Tue, Oct 27

8:34 pm - 9:08 amSTL Lambert-St Louis-PWM Portland

11h 34m1 stop Orlando

5:09 pm - 9:40 amPWM Portland-STL Lambert-St Louis

41h 31m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

$317Multiple Airlines

Sun, Sep 27 - Tue, Oct 6

5:19 pm - 9:08 amSTL Lambert-St Louis-PWM Portland

14h 49m1 stop Orlando

5:09 pm - 9:40 amPWM Portland-STL Lambert-St Louis

41h 31m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

$321Multiple Airlines

Recent last minute flight deals from Illinois to Portland

Sat, Aug 15 - Sat, Aug 22

5:50 pm - 9:23 pmORD Chicago O'Hare Intl-PWM Portland

2h 33mnonstop

6:03 am - 8:00 amPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

$377United Airlines

Tue, Aug 11 - Sat, Aug 15

5:50 pm - 9:23 pmORD Chicago O'Hare Intl-PWM Portland

2h 33mnonstop

6:03 am - 8:00 amPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

$377United Airlines

Tue, Aug 11 - Wed, Aug 19

7:13 pm - 10:48 pmORD Chicago O'Hare Intl-PWM Portland

2h 35mnonstop

6:09 pm - 8:30 pmPWM Portland-ORD Chicago O'Hare Intl

3h 21mnonstop

$377American Airlines

Sat, Aug 15 - Sat, Aug 22

7:13 pm - 10:48 pmORD Chicago O'Hare Intl-PWM Portland

2h 35mnonstop

4:07 pm - 6:14 pmPWM Portland-ORD Chicago O'Hare Intl

3h 07mnonstop

$377American Airlines

Wed, Aug 12 - Wed, Aug 19

5:50 pm - 9:23 pmORD Chicago O'Hare Intl-PWM Portland

2h 33mnonstop

5:03 pm - 7:00 pmPWM Portland-ORD Chicago O'Hare Intl

2h 57mnonstop

$377United Airlines

Tue, Aug 11 - Tue, Aug 18

6:00 am - 2:13 pmORD Chicago O'Hare Intl-PWM Portland

7h 13m1 stop New York John F Kennedy Intl

12:47 pm - 4:17 pmPWM Portland-ORD Chicago O'Hare Intl

4h 30m1 stop Detroit Metropolitan Wayne County

$397Delta

Sat, Aug 15 - Wed, Aug 19

1:50 pm - 9:31 pmORD Chicago O'Hare Intl-PWM Portland

6h 41m1 stop Atlanta Hartsfield-Jackson

2:14 pm - 8:55 pmPWM Portland-ORD Chicago O'Hare Intl

7h 41m1 stop Atlanta Hartsfield-Jackson

$397Delta

Tue, Aug 11 - Thu, Aug 13

6:50 pm - 10:05 pmMDW Chicago Midway-PWM Portland

2h 15mnonstop

10:30 am - 4:15 pmPWM Portland-MDW Chicago Midway

6h 45m1 stop Baltimore/Washington

$437Southwest

Tue, Aug 11 - Thu, Aug 13

4:09 pm - 10:27 amSTL Lambert-St Louis-PWM Portland

17h 18m1 stop Orlando

8:22 pm - 8:57 amPWM Portland-STL Lambert-St Louis

37h 35m2 stops Norfolk Atlanta Hartsfield-Jackson

$931Multiple Airlines

Wed, Aug 12 - Fri, Aug 14

7:15 am - 5:15 pmSTL Lambert-St Louis-PWM Portland

9h 00m2 stops Nashville Intl Baltimore/Washington

10:30 am - 5:55 pmPWM Portland-STL Lambert-St Louis

8h 25m2 stops Baltimore/Washington Dallas Love Field

$1,047Southwest

Useful Info

Low season	January
High season	July
Cheapest flight	$102

Best time to beat the crowds with an average 15% drop in price.

Most popular time to fly with an average 10% increase in price.

Flight from Chicago Midway Airport to Portland

How does KAYAK find such low prices on flights from Illinois to Portland?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Portland.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Portland?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to Portland?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Portland?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Jackson

Freeport

Bartlett

Oxford

Intervale

Windham

Tamworth

Falmouth

Waterford

Durham

Everything you need to know for your flight to Portland

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Information on the airport you'll fly into in Portland

Portland (PWM)

PWM

$102 Find Cheap Flights from Illinois to Portland - Compare and Save

Cheap Flights from Illinois to Portland

Recent round-trip flight deals from Illinois to Portland

Recent one-way flight deals from Illinois to Portland

Recent last minute flight deals from Illinois to Portland

Recent direct flight deals from Illinois to Portland

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Cheapest flight

FAQs for booking flights from Illinois to Portland

Traveling to a place near Portland?

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Cabin class types available on flights to Illinois

Complete your trip to Portland with a hotel stay or car rental

Find direct flights for Portland

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Flights from domestic origins to Portland

Choose which airport to fly into in Portland

Find deals for your return flight