Popular in | July |
---|---|
Cheapest in | January |
Round-trip from | $207 |
One-way from | $76 |
PDX - CHI Price | $207 - $364 |
---|---|
CHI Temperature | 23 - 73.4 °F |
CHI Rainfall | 1.7 - 4.9 inches |
Friday is generally a great day to depart. Flying on this day could help you save up to 30%.
Travelers have found it’s best to book a flight 61 days in advance to save up to 42% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 61 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Portland to Chicago 1-2 weeks in advance for as low as $554, or $711 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Portland in January are about $455 on average during January, but can be found for as low as $199.
A simple way to save on the total cost of your ticket is to fly from Portland to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 40% on your trip compared to booking a flight in the morning.
If you’re traveling from Portland to Chicago, one of the more common airlines traveling that route is Spirit Airlines. Portland to Chicago flights are typically 35% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $357.80 RT. The cheapest Spirit Airlines flight found for this route was $159. When traveling from Portland to Chicago on Spirit Airlines, the most popular airport to depart from is Portland Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Portland to Chicago, Spirit Airlines flights are 14% more popular than any other airline flying that same route.
Alaska Airlines is one of the most popular airlines used for those traveling from Portland to Chicago. Flights on this route from Alaska Airlines typically cost $441.55 RT, a price that is 36% cheaper than the average Portland to Chicago flight. The cheapest flight found was $189 RT. Portland Airport is the most common Portland airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Portland to Chicago, Alaska Airlines flights are 6% more popular than any other airline flying that same route.
Fly from
Fly to
Budget
$88 - $238
Route
Depart
Return
Price
PortlandChicago Midway
PDX - MDW
PDXMDW
Portland
Tue 11/14
1 stop15h 43m
Chicago Midway
Wed 11/29
1 stop17h 45m
PortlandChicago O'Hare Intl
PDX - ORD
PDXORD
Portland
Tue 10/24
1 stop10h 53m
Chicago O'Hare Intl
Tue 10/31
1 stop8h 51m
PortlandChicago Midway
PDX - MDW
PDXMDW
Portland
Fri 11/3
1 stop15h 35m
Chicago Midway
Sat 11/11
1 stop21h 04m
PortlandChicago Midway
PDX - MDW
PDXMDW
Portland
Tue 10/31
1 stop12h 19m
Chicago Midway
Tue 11/7
2 stops19h 56m
PortlandChicago Midway
PDX - MDW
PDXMDW
Portland
Tue 11/14
1 stop15h 43m
Chicago Midway
Tue 11/28
2 stops17h 05m
PortlandChicago Midway
PDX - MDW
PDXMDW
Portland
Tue 10/31
1 stop12h 19m
Chicago Midway
Mon 11/6
1 stop24h 39m
PortlandChicago O'Hare Intl
PDX - ORD
PDXORD
Portland
Tue 11/28
1 stop11h 45m
Chicago O'Hare Intl
Wed 11/29
1 stop8h 45m
PortlandChicago O'Hare Intl
PDX - ORD
PDXORD
Portland
Tue 10/24
Nonstop4h 00m
Chicago O'Hare Intl
Wed 11/1
Nonstop4h 34m
PortlandChicago O'Hare Intl
PDX - ORD
PDXORD
Portland
Wed 10/25
Nonstop3h 53m
Chicago O'Hare Intl
Tue 10/31
Nonstop4h 42m
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.
For a flight from Portland to Chicago, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city. Portland is the only Portland airport and it handles 14 outbound flights to Chicago per day. 6 airlines have flights to Chicago from Portland on a regular basis.
Yes, there are multiple flights from Portland to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $88, but on average you can expect to pay $112.
Cheapflights has at least 20 direct flights from Portland to Chicago under $200. A good price for a nonstop flight from Portland to Chicago is less than $243.
There are currently 20+ open flights from Portland to Chicago within the next 7 days for less than $200.
Days when nonstop flights are available for this flight are: Sunday, Tuesday, Wednesday, Thursday, Friday, Saturday.
Travelers can expect 14 flights from Portland to Chicago on average per day.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures
For as low as $88, Frontier can have you in Chicago from Portland in 11h 45m. Airlines will cover a distance of 1744 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
Frontier, at $88, was found to be the cheapest airline from Portland to Chicago. An alternate airline flying to your destination would be Spirit Airlines. You may be able to fly from Portland to Chicago for 80% less than the average price by searching for these airlines.
$42 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Alaska Airlines, with prices starting from $63 and $79, respectively.
When deciding which route to take from Portland to Chicago consider Portland - Chicago O'Hare Intl, Portland - Chicago Midway or Portland - Chicago Greater Rockford as they are the most popular.
American Airlines, Alaska Airlines and Delta are the most popular airlines when flying from Portland to Chicago.
Consider United Airlines (91%), Brussels Airlines (91%) or Aer Lingus (90%) when booking your flight. These represent the most reliable airlines when flying from Portland to Chicago.
While on average a flight from Portland to Chicago is generally $965, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Portland - Chicago O'Hare Intl), you can expect to pay $116 for that flight.
Portland Airport is PDX and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.
3%of flight departures | Early morningMidnight to 6 am |
---|---|
63%of flight departures | Morning6 am to noon |
26%of flight departures | AfternoonNoon to 6 pm |
8%of flight departures | Evening6 pm to midnight |
Sunday | 14daily flights |
---|---|
Monday | 17daily flights |
Tuesday | 16daily flights |
Wednesday | 14daily flights |
Thursday | 14daily flights |
Friday | 15daily flights |
Saturday | 12daily flights |
Deals for Portland to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Portland to Chicago for you. Better yet — we are completely free to use.
Yes! Cheapflights helps users easily find flights from Portland to Chicago with no change fees.
Of course! You can now track prices for flights from Portland to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and make a flight search when you’re ready to set up your price alert.