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Find cheap flights from Portland to Illinois from $48

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Illinois departing on 8/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 7/10
Wed 7/17

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Best Illinois Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Chicago
Chicagononstop$84
Moline
Moline1 stop$398
Peoria
Peoria1 stop$257
Bloomington
Bloomington1 stop$265
Champaign
Champaign1 stop$586
Springfield
Springfield2 stops$590
St. Louis
St. Louis1 stop$168

Good to know

Low season

February

High season

June

Cheapest flight

$48
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Portland to Chicago O'Hare Airport

FAQs - booking Illinois flights

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

    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 Portland to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Illinois from Portland 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 Portland to Illinois?

    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 Illinois with an airline and back to Portland with another airline.

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

    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 Illinois from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Portland to the following destinations at these prices or less: Chicago $166 one-way - $298 round-trip
  • Morning departure is around 7% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Portland to Illinois

Need help choosing which airline to fly with from Portland to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10295 reviews
8.0Entertainment
8.6Crew
8.2Boarding
7.9Comfort
7.4Food
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

This was a Lufthansa flight. Disappointing main meal. Very rough over Canada and arrival at FRA. IFE was almost unusable.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

I appreciated the flight was on schedule but the crew told us that the flight would be delayed because of an air craft queue to take off. Instead of us arriving at 11.55pm, we were in Toronto at something past 2am which was a massive disadvantage on my part.

My experience was pretty frustrating because the first leg of my flight on United (though booked through Air Canada) was delayed causing me to miss my connecting flight on Air Canada. This could have been an easy solve as there was a direct flight later that morning via Air Canada that they easily could have put me on which would have only gotten me to my destination 2 1/2 hours later but because United and Air Canada don’t seem to have good communication they gave me the run around both telling me to talk with the other which I did three times to no avail. I ended up taking the delayed flight and getting on a new connecting flight which ended up getting me to my destination 6 hours later and I missed the event I was planning to go to this evening.

I was appalled to have to pay for just a regular seat when I went to book 24 hrs before my flight! Because it was only an hour flight I didn’t choose a seat from Grand Junction to Denver, but I did for Toronto and had to pay just to choose a regular available seat! In my 60+ years of flying this was the first time I have heard of this. Also, allowing people to bring on “huge “ suitcases, not carry on size, but much bigger, and then a large pack pack stuffed. So they take up all the room in the overhead bins and if we are later boarding, there is no room so we have to check our small carry on. I have already paid for and checked in one bag! I certainly will not choose to fly with United again unless it is the “only” airline available!

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

Fresh fuit or veg snacks would be so great, but there are two good restaurants in Denver airport. Try Etais UDIS or Freshens DIA for nutritious delicious pita sandwiches/ donairs and crepes in Freshens.

Crowded plane but it flew on time and had friendly staff

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

The Air Canada agent was very helpful helping with my luggage and cat carrier when I went there instead of United.

United force you to download their App to do the check-in.

Book cheap flights from Portland to Illinois

Recent round-trip flight deals

8/26Mon
nonstopSpirit Airlines
4h 01mPDX-ORD
8/31Sat
nonstopSpirit Airlines
4h 23mORD-PDX
$84
8/26Mon
nonstopSpirit Airlines
4h 01mPDX-ORD
9/1Sun
nonstopSpirit Airlines
4h 23mORD-PDX
$87
10/2Wed
1 stopAlaska Airlines
8h 10mPDX-ORD
10/19Sat
nonstopAlaska Airlines
4h 32mORD-PDX
$186
9/30Mon
nonstopAlaska Airlines
4h 02mPDX-ORD
10/19Sat
nonstopAlaska Airlines
4h 30mORD-PDX
$188
10/1Tue
1 stopDelta
6h 00mPDX-ORD
10/23Wed
1 stopDelta
9h 06mORD-PDX
$216
8/22Thu
1 stopDelta
5h 33mPDX-STL
8/25Sun
1 stopDelta
7h 09mSTL-PDX
$216
7/23Tue
nonstopUnited Airlines
3h 58mPDX-ORD
8/2Fri
nonstopUnited Airlines
4h 28mORD-PDX
$226
7/4Thu
nonstopAmerican Airlines
4h 05mPDX-ORD
7/11Thu
nonstopAmerican Airlines
4h 25mORD-PDX
$228
10/1Tue
1 stopAmerican Airlines
7h 41mPDX-PIA
10/5Sat
1 stopAmerican Airlines
9h 05mPIA-PDX
$257
10/1Tue
2 stopsUnited Airlines
12h 30mPDX-PIA
10/5Sat
1 stopUnited Airlines
6h 59mPIA-PDX
$339

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Recent one-way flight deals

8/18Sun
nonstopSpirit Airlines
4h 01mPDX-ORD
$48
6/22Sat
nonstopSpirit Airlines
4h 07mPDX-ORD
$49
9/7Sat
nonstopUnited Airlines
4h 02mPDX-ORD
$89
10/12Sat
1 stopAlaska Airlines
5h 40mPDX-ORD
$98
7/4Thu
1 stopAlaska Airlines
8h 03mPDX-ORD
$99
8/29Thu
1 stopDelta
6h 15mPDX-ORD
$109
7/10Wed
1 stopDelta
6h 14mPDX-MDW
$118
8/2Fri
nonstopUnited Airlines
3h 58mPDX-ORD
$126
8/28Wed
nonstopAmerican Airlines
4h 02mPDX-ORD
$139
7/21Sun
nonstopAmerican Airlines
3h 55mPDX-ORD
$140

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Last minute flights from Portland to Illinois

Last minute flight, train and bus deals

6/13Thu
nonstopSpirit Airlines
4h 07mPDX-ORD
6/17Mon
nonstopSpirit Airlines
4h 27mORD-PDX
$141
6/14Fri
nonstopSpirit Airlines
4h 07mPDX-ORD
6/16Sun
nonstopSpirit Airlines
4h 27mORD-PDX
$144
6/12Wed
multi-stopAmerican Airlines
9h 33mPDX-STL
6/16Sun
multi-stopAmerican Airlines
6h 52mSTL-PDX
$199
6/11Tue
multi-stopAmerican Airlines
6h 55mPDX-STL
6/15Sat
multi-stopAmerican Airlines
6h 31mSTL-PDX
$202
6/13Thu
multi-stopDelta
8h 39mPDX-STL
6/17Mon
multi-stopDelta
7h 21mSTL-PDX
$216
6/12Wed
multi-stopDelta
8h 05mPDX-STL
6/17Mon
multi-stopDelta
7h 21mSTL-PDX
$297
6/13Thu
nonstopAlaska Airlines
4h 00mPDX-ORD
6/18Tue
nonstopAlaska Airlines
4h 20mORD-PDX
$308
6/11Tue
multi-stopUnited Airlines
9h 45mPDX-STL
6/15Sat
multi-stopUnited Airlines
7h 46mSTL-PDX
$323
6/11Tue
nonstopAlaska Airlines
4h 05mPDX-ORD
6/15Sat
nonstopAlaska Airlines
4h 20mORD-PDX
$333
6/12Wed
multi-stopUnited Airlines
11h 34mPDX-STL
6/13Thu
multi-stopUnited Airlines
7h 51mSTL-PDX
$346

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Portland - Illinois Flights

Departure:

Portland (PDX)United States

Return flight deals:

Illinois - Portland

Cabin classes:

$823
$712
$625
$126