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$383+ Cheap flights from Medford (MFR) 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — MDW
Feb 3 — Feb 101
Tue 2/3
Tue 2/10
1 adult, Economy
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Cheap flight deals from Medford to Midway

Cheapest flights from Medford to Midway
Explore the most affordable flight options available from Medford to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 4, 2026.

This Delta deal was found by Cheapflights users on 1/4. 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.
Wed 2/185:55 amMFR - MDW
2 stops10h 45mDelta
Wed 2/251:49 pmMDW - MFR
2 stops11h 23mDelta
Deal found 1/4$399
This Delta deal was found by Cheapflights users on 1/4. 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.
Thu 4/306:00 amMFR - MDW
2 stops10h 45mDelta
Tue 5/121:00 pmMDW - MFR
2 stops12h 13mDelta
Deal found 1/4$434
This Delta deal was found by Cheapflights users on 1/3. 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.
Fri 5/16:00 amMFR - MDW
2 stops9h 54mDelta
Sun 5/101:00 pmMDW - MFR
2 stops12h 13mDelta
Deal found 1/3$493
This Delta deal was found by Cheapflights users on 1/3. 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.
Tue 2/175:55 amMFR - MDW
2 stops10h 45mDelta
Tue 2/241:49 pmMDW - MFR
2 stops11h 23mDelta
Deal found 1/3$513
This Delta deal was found by Cheapflights users on 1/3. 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.
Tue 1/65:05 amMFR - MDW
2 stops10h 29mDelta
Thu 1/81:49 pmMDW - MFR
2 stops11h 10mDelta
Deal found 1/3$538
This Delta deal was found by Cheapflights users on 1/3. 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.
Sun 1/185:05 amMFR - MDW
2 stops10h 29mDelta
Thu 1/221:49 pmMDW - MFR
2 stops11h 10mDelta
Deal found 1/3$543
This Delta deal was found by Cheapflights users on 1/4. 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.
Wed 6/36:05 amMFR - MDW
2 stops10h 26mDelta
Tue 6/91:00 pmMDW - MFR
2 stops12h 13mDelta
Deal found 1/4$547
This Delta deal was found by Cheapflights users on 1/3. 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.
Fri 2/206:55 amMFR - MDW
2 stops13h 36mDelta
Sun 2/229:34 amMDW - MFR
2 stops9h 06mDelta
Deal found 1/3$583
This Delta deal was found by Cheapflights users on 1/2. 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.
Wed 6/36:05 amMFR - MDW
2 stops10h 26mDelta
Wed 6/101:00 pmMDW - MFR
2 stops12h 13mDelta
Deal found 1/2$628
This Delta deal was found by Cheapflights users on 1/4. 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.
Mon 1/195:20 pmMFR - MDW
2 stops14h 33mDelta
Fri 1/231:49 pmMDW - MFR
2 stops11h 59mDelta
Deal found 1/4$650
This Delta deal was found by Cheapflights users on 1/2. 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.
Tue 6/235:21 pmMFR - MDW
2 stops13h 21mDelta
Fri 6/261:00 pmMDW - MFR
2 stops12h 13mDelta
Deal found 1/2$660

Find flight deals from Medford to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Medford (MFR) to Midway (MDW). 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 4, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$399
(Delta)

One-way from

$383
(Delta)

Popular in

April

Cheapest in

October

Average price

$674
Provider with most accurate pricing for Medford-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Medford-Chicago Midway flights.
Search Deals
From Medford to Chicago Midway
Search Deals
One-way flight from Medford to Chicago Midway
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Medford 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 2,558,603 searches. Data last updated January 4, 2026.
Use the filters below to find and compare flights from Medford to Chicago Midway Airport that are best for you.

Fly from

Medford

Fly to

Midway

Route

Depart

Return

Price

MedfordChicago

MFR - MDW

MFRMDW

Medford

Wed 2/18

5:55 am-6:40 pm

2 stops10h 45m

Chicago Midway

Wed 2/25

1:49 pm-11:12 pm

2 stops11h 23m

$399

MedfordChicago

MFR - MDW

MFRMDW

Medford

Thu 4/30

6:00 am-6:45 pm

2 stops10h 45m

Chicago Midway

Tue 5/12

1:00 pm-11:13 pm

2 stops12h 13m

$434

MedfordChicago

MFR - MDW

MFRMDW

Medford

Fri 5/1

6:00 am-5:54 pm

2 stops9h 54m

Chicago Midway

Sun 5/10

1:00 pm-11:13 pm

2 stops12h 13m

$493

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 2/17

5:55 am-6:40 pm

2 stops10h 45m

Chicago Midway

Tue 2/24

1:49 pm-11:12 pm

2 stops11h 23m

$513

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sun 1/18

5:05 am-5:34 pm

2 stops10h 29m

Chicago Midway

Thu 1/22

1:49 pm-10:59 pm

2 stops11h 10m

$543

MedfordChicago

MFR - MDW

MFRMDW

Medford

Wed 6/3

6:05 am-6:31 pm

2 stops10h 26m

Chicago Midway

Tue 6/9

1:00 pm-11:13 pm

2 stops12h 13m

$547

MedfordChicago

MFR - MDW

MFRMDW

Medford

Fri 2/20

6:55 am-10:31 pm

2 stops13h 36m

Chicago Midway

Sun 2/22

9:34 am-4:40 pm

2 stops9h 06m

$583

MedfordChicago

MFR - MDW

MFRMDW

Medford

Wed 6/3

6:05 am-6:31 pm

2 stops10h 26m

Chicago Midway

Wed 6/10

1:00 pm-11:13 pm

2 stops12h 13m

$628

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 6/23

5:21 pm-8:42 am

2 stops13h 21m

Chicago Midway

Fri 6/26

1:00 pm-11:13 pm

2 stops12h 13m

$660

MedfordChicago

MFR - MDW

MFRMDW

Medford

Wed 6/17

5:21 pm-8:42 am

2 stops13h 21m

Chicago Midway

Wed 6/24

1:00 pm-11:13 pm

2 stops12h 13m

$758

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Showing 1-10 of 12 results
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Compare providers for flights from Medford to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Medford to Midway in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Medford-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Medford-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Medford-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Medford-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Medford-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Medford to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Medford 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.

Related info for your journey

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

  • What airport do you fly from for flights from Medford to Chicago Midway?

    Medford (MFR), located 3.0 mi from the city center, is the airport you fly out of when you book flights from Medford to Chicago Midway. 0 airlines have flights from Medford to Chicago Midway on a regular basis. Booking flights from Medford to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • How long is the flight from Medford to Chicago Midway Airport?

    Airlines like Delta fly from Medford to Chicago Midway Airport in about 10h 45m. The time it takes to get you to your destination can typically vary by up to . The distance between Medford and Chicago Midway Airport is about 1788 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Medford 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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