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Midway

$54+ Cheap flights from Oregon to Midway (MDW)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MDW
nov. 9 — nov. 161
1 adult
sáb. 11/9
sáb. 11/16
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Find flight deals from Oregon to Midway

Cheapest flights from Oregon to Midway
Explore the most affordable flight options available from Oregon to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 4, 2024.

This Frontier deal was found by Cheapflights users on 11/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/1410:56 amPDX - MDW
1 stop12h 02mFrontier
dom. 11/1710:59 pmMDW - PDX
1 stop11h 58mFrontier
Deal found 11/3$208
This Delta deal was found by Cheapflights users on 11/3. 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.
sáb. 11/165:35 amBOI - MDW
2 stops11h 57mDelta
lun. 11/189:30 amMDW - BOI
1 stop5h 55mDelta
Deal found 11/3$273
This Delta deal was found by Cheapflights users on 11/2. 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.
vie. 12/1311:13 pmPDX - MDW
1 stop7h 45mDelta
lun. 12/162:15 pmMDW - PDX
1 stop8h 15mDelta
Deal found 11/2$333
This Delta deal was found by Cheapflights users on 11/4. 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.
mar. 12/105:46 amEUG - MDW
2 stops10h 46mDelta
jue. 12/121:30 pmMDW - EUG
2 stops12h 28mDelta
Deal found 11/4$336
This Southwest deal was found by Cheapflights users on 11/3. 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.
jue. 12/1912:15 pmBOI - MDW
1 stop8h 30mSouthwest
jue. 1/97:20 amMDW - BOI
1 stop10h 55mSouthwest
Deal found 11/3$348
This Southwest deal was found by Cheapflights users on 11/2. 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.
lun. 12/302:05 pmPDX - MDW
1 stop8h 10mSouthwest
mar. 1/78:30 amMDW - PDX
Nonstop4h 25mSouthwest
Deal found 11/2$375
This Delta deal was found by Cheapflights users on 11/3. 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.
vie. 12/65:05 amMFR - MDW
2 stops11h 27mDelta
lun. 12/92:15 pmMDW - MFR
2 stops11h 43mDelta
Deal found 11/3$408
This Southwest deal was found by Cheapflights users on 11/4. 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.
lun. 12/96:25 amEUG - MDW
2 stops14h 00mSouthwest
jue. 12/129:25 amMDW - EUG
1 stop9h 30mSouthwest
Deal found 11/4$417
This Kissandfly.com deal was found by Cheapflights users on 11/4. 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.
sáb. 12/76:58 pmBOI - MDW
2 stops21h 03mMultiple Airlines
dom. 12/156:30 amMDW - BOI
2 stops17h 48mMultiple Airlines
Deal found 11/4$522
This Kissandfly.com deal was found by Cheapflights users on 11/3. 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.
jue. 11/2810:55 amPDX - MDW
1 stop9h 04mMultiple Airlines
mié. 12/48:15 amMDW - PDX
2 stops14h 26mMultiple Airlines
Deal found 11/3$552
This Delta deal was found by Cheapflights users on 11/3. 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.
mié. 11/136:10 amRDM - MDW
2 stops10h 22mDelta
sáb. 11/169:30 amMDW - RDM
2 stops11h 20mDelta
Deal found 11/3$766

Find flights from Oregon to Midway within your budget

Customize your flight search to find flights from Oregon to Midway 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 2,455,398 searches. Data last updated noviembre 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandChicago

PDX - MDW

PDXMDW

Portland

jue. 11/14

6:46 pm-6:16 pm

1 stop21h 30m

$93

PortlandChicago

PDX - MDW

PDXMDW

Portland

mié. 1/8

9:00 am-2:55 pm

Nonstop3h 55m

$109

BoiseChicago

BOI - MDW

BOIMDW

Boise Air Term. Gowen Fld

mié. 4/30

5:40 am-1:05 pm

1 stop6h 25m

$114

PortlandChicago

PDX - MDW

PDXMDW

Portland

sáb. 12/7

11:13 pm-8:58 am

1 stop7h 45m

$118

PortlandChicago

PDX - MDW

PDXMDW

Portland

sáb. 11/16

5:15 am-10:41 am

3 stops27h 26m

$334

EugeneChicago

EUG - MDW

EUGMDW

Eugene

mar. 12/10

5:46 am-5:01 pm

2 stops9h 15m

$158

BoiseChicago

BOI - MDW

BOIMDW

Boise Air Term. Gowen Fld

mié. 12/18

11:35 am-8:40 pm

1 stop8h 05m

$174

MedfordChicago

MFR - MDW

MFRMDW

Medford

lun. 12/16

5:05 am-5:01 pm

2 stops9h 56m

$178

EugeneChicago

EUG - MDW

EUGMDW

Eugene

mar. 12/17

1:20 pm-10:25 pm

1 stop7h 05m

$198

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

sáb. 11/23

7:30 pm-8:50 am

2 stops11h 20m

$337

Flights are sorted by cheapest first

Deals found on 11/4

Showing 1-10 of 22 results
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Best time to book a flight from Oregon to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Oregon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Oregon to Midway

Get recent, data-driven insights about flights from Oregon to Midway including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Oregon to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Oregon to Chicago Midway Airport (average of $159). Flying from Oregon to Chicago Midway Airport in July is currently the most expensive (average of $231). 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 OR to MDW?

Find hourly flight availability from Oregon to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 4, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Chicago Midway Airport as you normally would.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated noviembre 4, 2024.
See what other customers who have flown with Delta, Southwest and Frontier from Oregon to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,089 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,573 reviews
Southwest
8.1
Very good
5,089 reviews

Comfort

8.1

Overall

8.1

Boarding

8.3

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Oregon to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Oregon to Chicago Midway Airport for under $200 on Cheapflights?

    Yes, there are multiple flights from Oregon to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Frontier for just $118, but on average you can expect to pay $459.

  • Are there nonstop flights from Oregon to Chicago Midway Airport for under $300 on Cheapflights?

    Cheapflights has at least 1 direct flight from Oregon to Chicago Midway Airport under $300. A good price for a nonstop flight from Oregon to Chicago Midway Airport is less than $254.

  • Are there last-minute flights available from Oregon to Chicago Midway Airport for under $200?

    There are currently 10+ open flights from Oregon to Chicago Midway Airport within the next 7 days for less than $200.

  • What are the cheapest airlines to fly from Oregon to Chicago Midway Airport one-way?

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $109 and $114, respectively.

  • What are the most popular routes from Oregon to Chicago Midway Airport?

    When deciding which route to take from Oregon to Chicago Midway Airport consider Portland - Chicago Midway, Eugene - Chicago Midway or Boise Air Term. Gowen Fld - Chicago Midway as they are the most popular.

  • What are the cheapest flights from Oregon to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $147. While the most popular route (Portland - Chicago Midway) can be booked for $157 on average our data indicates $359 when flying from Oregon to Chicago Midway Airport.

  • What does PDX to MDW mean?

    This is defined as Portland Airport (PDX) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Eugene Airport (EUG), Bend/Redmond Airport (RDM), Medford Airport (MFR), North Bend Airport (OTH), Pendleton Airport (PDT).

  • Can I find deals for flights from Oregon to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Oregon to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Oregon to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Oregon to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Oregon to Midway that include hotel bookings?

    Yes. In addition to deals on Oregon to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Midway.

  • Can I find deals for business class flights from Oregon to Midway?

    Yes. Cheapflights offers flight deals from Oregon to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Oregon to Midway that allow pets onboard?

    Many airlines flying from Oregon to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Oregon to Midway?

    Yes, you can often find last-minute deals on Oregon to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Oregon to Chicago Midway Airport flight deals updated?

    The Oregon to Chicago Midway Airport flight deals you see on this page were last updated on 11/4.

  • What is the cheapest month to book a flight from Oregon to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Oregon to Chicago Midway Airport (average of $159). Flying from Oregon to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

See more FAQs

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Alternative routes for Oregon to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Oregon to Midway

Discover the top 3 airlines that operate flights from Oregon to Midway. 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 2,455,398 searches. Data last updated noviembre 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$262FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$479FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$233Average$404FlexibilityNo cancel feeOn-time63%
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