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$214+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — MDW
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
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 February 15, 2026.

This Delta deal was found by Cheapflights users on 2/11. 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 3/95:00 am
MFR
-
MDW
2 stops11h 40m
Delta
Tue 3/172:05 pm
MDW
-
MFR
2 stops10h 45m
Delta
Deal found 2/11$300
This Delta deal was found by Cheapflights users on 2/15. 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 3/176:00 am
MFR
-
MDW
2 stops9h 54m
Delta
Tue 3/241:10 pm
MDW
-
MFR
2 stops11h 40m
Delta
Deal found 2/15$329
This Delta deal was found by Cheapflights users on 2/14. 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 3/305:00 am
MFR
-
MDW
2 stops11h 40m
Delta
Thu 4/22:05 pm
MDW
-
MFR
2 stops11h 42m
Delta
Deal found 2/14$342
This Delta deal was found by Cheapflights users on 2/13. 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.
Sat 3/146:00 am
MFR
-
MDW
2 stops9h 54m
Delta
Mon 3/232:05 pm
MDW
-
MFR
2 stops10h 45m
Delta
Deal found 2/13$472
This Delta deal was found by Cheapflights users on 2/11. 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 9/246:05 am
MFR
-
MDW
2 stops10h 26m
Delta
Mon 9/281:00 pm
MDW
-
MFR
2 stops12h 13m
Delta
Deal found 2/11$521
This Delta deal was found by Cheapflights users on 2/15. 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 6/36:14 am
MFR
-
MDW
2 stops10h 00m
Delta
Tue 6/91:00 pm
MDW
-
MFR
2 stops12h 13m
Delta
Deal found 2/15$540
This Delta deal was found by Cheapflights users on 2/11. 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 3/205:00 am
MFR
-
MDW
2 stops11h 40m
Delta
Mon 3/232:05 pm
MDW
-
MFR
2 stops10h 45m
Delta
Deal found 2/11$561
This Delta deal was found by Cheapflights users on 2/14. 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 4/275:28 pm
MFR
-
MDW
2 stops14h 28m
Delta
Thu 4/3012:52 pm
MDW
-
MFR
2 stops12h 28m
Delta
Deal found 2/14$563
This Delta deal was found by Cheapflights users on 2/14. 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 3/15:55 am
MFR
-
MDW
2 stops10h 45m
Delta
Thu 3/59:34 am
MDW
-
MFR
2 stops9h 06m
Delta
Deal found 2/14$600
This Delta deal was found by Cheapflights users on 2/11. 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 9/176:05 am
MFR
-
MDW
2 stops10h 26m
Delta
Sun 9/271:00 pm
MDW
-
MFR
2 stops12h 13m
Delta
Deal found 2/11$623
This Delta deal was found by Cheapflights users on 2/11. 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 2/275:55 am
MFR
-
MDW
2 stops10h 45m
Delta
Tue 3/31:49 pm
MDW
-
MFR
2 stops11h 23m
Delta
Deal found 2/11$683

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 February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$300
(Delta)

One-way from

$214
(Delta)

Popular in

January

Cheapest in

October

Average price

$750
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. 21% potential increase in price ($136 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 15, 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

Mon 3/9

5:00 am-6:40 pm

2 stops11h 40m

Chicago Midway

Tue 3/17

2:05 pm-10:50 pm

2 stops10h 45m

$300

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sat 4/25

5:10 am-6:36 pm

2 stops11h 26m

Chicago Midway

Tue 4/28

2:12 pm-11:20 pm

2 stops11h 08m

$329

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 3/17

6:00 am-5:54 pm

2 stops9h 54m

Chicago Midway

Tue 3/24

1:10 pm-10:50 pm

2 stops11h 40m

$329

MedfordChicago

MFR - MDW

MFRMDW

Medford

Mon 3/30

5:00 am-6:40 pm

2 stops11h 40m

Chicago Midway

Thu 4/2

2:05 pm-11:47 pm

2 stops11h 42m

$342

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sat 3/14

6:00 am-5:54 pm

2 stops9h 54m

Chicago Midway

Mon 3/23

2:05 pm-10:50 pm

2 stops10h 45m

$472

MedfordChicago

MFR - MDW

MFRMDW

Medford

Wed 6/3

6:14 am-6:14 pm

2 stops10h 00m

Chicago Midway

Tue 6/9

1:00 pm-11:13 pm

2 stops12h 13m

$540

MedfordChicago

MFR - MDW

MFRMDW

Medford

Fri 3/20

5:00 am-6:40 pm

2 stops11h 40m

Chicago Midway

Mon 3/23

2:05 pm-10:50 pm

2 stops10h 45m

$561

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sun 3/1

5:55 am-6:40 pm

2 stops10h 45m

Chicago Midway

Thu 3/5

9:34 am-4:40 pm

2 stops9h 06m

$600

MedfordChicago

MFR - MDW

MFRMDW

Medford

Fri 2/27

5:55 am-6:40 pm

2 stops10h 45m

Chicago Midway

Tue 3/3

1:49 pm-11:12 pm

2 stops11h 23m

$683

MedfordChicago

MFR - MDW

MFRMDW

Medford

Mon 6/1

6:14 am-5:56 pm

2 stops9h 42m

Chicago Midway

Wed 6/10

2:00 pm-11:13 pm

2 stops11h 13m

$774

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 15 results
1
2
  • Most accurate provider: When it comes to deals on Medford-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Medford-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 11h 40m. 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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