$100+ Cheap flights from Midway (MDW) to Oregon
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Oregon with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Oregon
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Oregon (USOR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.
Round-trip from | $213 (Booking.com) |
|---|---|
One-way from | $100 (Frontier) |
Good round-trip deal | $238 or less |
Good one-way deal | $109 or less |
Find flight deals from Midway to Oregon
Cheapest flights from Midway to OregonExplore the most affordable flight options available from Midway to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Midway to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This Booking.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kissandfly.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Trip.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kissandfly.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Midway to Oregon within your budget
Customize your flight search to find flights from Midway to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Sun 2/2
12:43 pm-9:45 am
1 stop23h 02m
Portland
Mon 2/10
12:03 pm-12:17 am
1 stop10h 14m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Mon 2/10
8:10 pm-10:40 pm
Nonstop4h 30m
Portland
Wed 2/19
9:00 am-2:55 pm
Nonstop3h 55m
ChicagoBoise
MDW - BOI
MDWBOI
Chicago Midway
Sat 3/8
6:59 pm-11:58 pm
1 stop5h 59m
Boise Air Term. Gowen Fld
Mon 3/10
5:30 am-2:15 pm
1 stop7h 45m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Mon 2/10
9:09 pm-3:57 pm
3 stops20h 48m
Portland
Wed 2/19
6:32 am-12:17 am
1 stop15h 45m
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 2/19
1:26 pm-8:42 pm
1 stop9h 16m
Portland
Tue 2/25
12:59 am-9:35 am
1 stop6h 36m
ChicagoRedmond
MDW - RDM
MDWRDM
Chicago Midway
Tue 2/18
2:08 pm-11:53 pm
2 stops11h 45m
Bend/Redmond
Tue 2/25
6:20 am-5:43 pm
2 stops9h 23m
ChicagoBoise
MDW - BOI
MDWBOI
Chicago Midway
Wed 2/19
2:35 pm-10:45 pm
1 stop9h 10m
Boise Air Term. Gowen Fld
Sat 2/22
5:00 am-2:05 pm
2 stops8h 05m
ChicagoMedford
MDW - MFR
MDWMFR
Chicago Midway
Wed 2/19
1:26 pm-11:06 pm
2 stops11h 40m
Medford
Wed 2/26
5:50 am-5:43 pm
2 stops9h 53m
ChicagoEugene
MDW - EUG
MDWEUG
Chicago Midway
Tue 2/18
2:08 pm-11:49 pm
2 stops11h 41m
Eugene
Tue 2/25
5:00 am-5:43 pm
2 stops10h 43m
ChicagoEugene
MDW - EUG
MDWEUG
Chicago Midway
Wed 2/19
9:40 am-8:10 pm
1 stop12h 30m
Eugene
Wed 2/26
6:35 am-5:10 pm
1 stop8h 35m
Best time to book a flight from Midway to Oregon
Have a flexible travel schedule? Discover the best time to fly to Oregon from Midway with our price prediction graph.
Travel insights for flights from Midway to Oregon
Get recent, data-driven insights about flights from Midway to Oregon including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Chicago Midway Airport to Oregon?
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Oregon (average of $277). Flying from Chicago Midway Airport to Oregon in March is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to OR?
Find hourly flight availability from Midway to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Oregon as you normally would.
Rainfall in Oregon by month
Plan your trip to Oregon by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.
Temperature in Oregon by month
Plan your trip to Oregon by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Oregon, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).
Reviews of airlines servicing Oregon
Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated January 21, 2025.
Read through reviews of airlines operating flights from Chicago to Oregon, such as Frontier, Delta and Southwest. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Related info for your journey
Find useful and relevant information for your journey from Midway to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Midway to Oregon
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Midway to Oregon
Discover the top 3 airlines that operate flights from Midway to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$110 | Average$208 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$228 | Average$425 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$615 | FlexibilityNo cancel fee | On-timeN/A |