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Medford

$139+ Cheap flights from Chicago (CHI) to Medford (MFR)

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFR
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap flight deals from Chicago to Medford

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Medford (MFR). 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 August 21, 2025.

Round-trip from

$279
(Delta)

One-way from

$139
(Hawaiian Airlines)

Popular in

March

Cheapest in

February

Average price

$594
From Chicago (CHI) to Medford
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One-way flight from Chicago (CHI) to Medford
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Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Chicago to Medford

Cheapest flights from Chicago to Medford
Explore the most affordable flight options available from Chicago to Medford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2025.

This Delta deal was found by Cheapflights users on 8/20. 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.
Sat 9/202:25 pmORD - MFR
1 stop9h 03mDelta
Sat 9/276:15 amMFR - ORD
1 stop9h 05mDelta
Deal found 8/20$279
This Hawaiian Airlines deal was found by Cheapflights users on 8/19. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:20 amORD - MFR
1 stop7h 05mHawaiian Airlines
Tue 9/161:32 pmMFR - ORD
1 stop8h 31mHawaiian Airlines
Deal found 8/19$282
This Alaska Airlines deal was found by Cheapflights users on 8/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/111:01 pmORD - MFR
1 stop13h 32mAlaska Airlines
Tue 9/161:32 pmMFR - ORD
1 stop8h 31mAlaska Airlines
Deal found 8/20$283
This Alaska Airlines deal was found by Cheapflights users on 8/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:00 amORD - MFR
1 stop8h 35mAlaska Airlines
Sun 9/2112:39 pmMFR - ORD
1 stop14h 21mAlaska Airlines
Deal found 8/18$287
This Hawaiian Airlines deal was found by Cheapflights users on 8/20. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:00 amORD - MFR
1 stop7h 16mHawaiian Airlines
Sun 10/197:44 pmMFR - ORD
1 stop8h 40mHawaiian Airlines
Deal found 8/20$310
This Hawaiian Airlines deal was found by Cheapflights users on 8/19. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:20 amORD - MFR
1 stop7h 05mHawaiian Airlines
Thu 9/251:32 pmMFR - ORD
1 stop8h 31mHawaiian Airlines
Deal found 8/19$312
This Alaska Airlines deal was found by Cheapflights users on 8/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/158:20 amORD - MFR
2 stops13h 36mAlaska Airlines
Sun 10/197:44 pmMFR - ORD
1 stop8h 40mAlaska Airlines
Deal found 8/20$321
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:01 pmORD - MFR
1 stop22h 01mMultiple Airlines
Mon 9/83:37 pmMFR - ORD
1 stop25h 14mMultiple Airlines
Deal found 8/20$342
This Delta deal was found by Cheapflights users on 8/20. 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.
Sat 9/201:08 pmMDW - MFR
2 stops10h 20mDelta
Sat 9/275:15 amMFR - MDW
2 stops10h 20mDelta
Deal found 8/20$672
This Delta deal was found by Cheapflights users on 8/21. 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.
Wed 10/151:08 pmMDW - MFR
2 stops11h 42mDelta
Sun 10/195:15 amMFR - MDW
2 stops11h 10mDelta
Deal found 8/21$674
This Delta deal was found by Cheapflights users on 8/21. 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.
Fri 9/261:43 pmMDW - MFR
2 stops11h 07mDelta
Mon 9/295:15 amMFR - MDW
2 stops10h 20mDelta
Deal found 8/21$733
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 9/181:08 pmMDW - MFR
2 stops11h 42mDelta
Sat 9/275:15 amMFR - MDW
2 stops10h 20mDelta
Deal found 8/21$814

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Medford 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 August 21, 2025.
Use the filters below to find and compare flights from Chicago to Medford that are best for you.

Fly from

Chicago

Fly to

Medford

Route

Depart

Return

Price

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 9/20

2:25 pm-9:28 pm

1 stop9h 03m

Medford

Sat 9/27

6:15 am-5:20 pm

1 stop9h 05m

$279

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/11

6:20 am-11:25 am

1 stop7h 05m

Medford

Tue 9/16

1:32 pm-12:03 am

1 stop8h 31m

$282

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/18

6:20 am-11:25 am

1 stop7h 05m

Medford

Sat 9/27

1:32 pm-10:07 pm

1 stop6h 35m

$282

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/11

1:01 pm-12:33 am

1 stop13h 32m

Medford

Tue 9/16

1:32 pm-12:03 am

1 stop8h 31m

$283

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/11

5:10 pm-11:00 pm

1 stop7h 50m

Medford

Tue 9/16

2:40 pm-12:27 am

1 stop7h 47m

$283

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/18

6:10 pm-10:50 pm

1 stop6h 40m

Medford

Sat 9/27

6:15 am-5:20 pm

1 stop9h 05m

$283

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 9/19

3:47 pm-10:19 pm

1 stop8h 32m

Medford

Sun 9/21

6:35 pm-5:23 am

1 stop8h 48m

$287

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 9/26

6:20 am-11:25 am

1 stop7h 05m

Medford

Sun 9/28

3:46 pm-5:00 am

1 stop11h 14m

$287

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 9/19

8:00 am-2:35 pm

1 stop8h 35m

Medford

Sun 9/21

12:39 pm-5:00 am

1 stop14h 21m

$287

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sat 9/20

1:08 pm-9:28 pm

2 stops10h 20m

Medford

Sat 9/27

5:15 am-5:35 pm

2 stops10h 20m

$672

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 28 results
1
2
3

Best time to book a flight from Chicago to Medford

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

Cheapflights Insights

Everything you need to know about your flight from Chicago to Medford

What is the cheapest time of day to fly from CHI to MFR?

Find hourly flight availability from Chicago to Medford. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2025.

When flying from Chicago to Medford, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 22% versus a flight in the evening.

What’s the top layover airport for flights from Chicago to Medford?

Share of 1-stop round-trip flights from Chicago to Medford chosen by Cheapflights users in the past 12 months, using the same layover each way.

Seattle (SEA) – chosen by Cheapflights users on 83% of 1-stop itineraries from Chicago to Medford on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Medford?

Average round-trip fare for 1-stop flights from Chicago to Medford, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Seattle (SEA) is the most affordable 1-stop option, with an average round-trip price of $421.

What’s the fastest layover option from Chicago to Medford?

Shortest average travel time for 1-stop one-way flights from Chicago to Medford, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Portland (PDX) have the shortest average one-way travel time for 1-stop routes: 6h 47m.

Which airport typically offers the quickest layover for flights from Chicago to Medford?

Average layover duration for 1-stop one-way flights from Chicago to Medford, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Portland (PDX) offer the fastest connection on this route, with an average layover time of 1h 05m.

Reviews of airlines servicing Medford

Get insights into the airlines that provide service to Medford. 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 Medford. Reviews last updated August 21, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United Airlines from Chicago to Medford by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
United Airlines
7.4
Good
8,930 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Medford. 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 into for flights to Medford from Chicago?

    Located just 3.0 mi from the city center, Medford is the airport most travelers will use when flying to Medford from Chicago. Booking flights from Chicago to Medford (MFR) should be relatively easy as there are 0 daily inbound flights from Chicago from 4 different airlines.

  • How long is the flight from Chicago to Medford?

    Delta and Hawaiian Airlines can get you from Chicago to Medford in just under 7h 05m. Your travel time can differ by up to 1h 58m. Airlines will cover a distance of 1777 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Medford round-trip?

    Hawaiian Airlines, at $187, was found to be the cheapest airline from Chicago to Medford.Alternate airlines to your destination round-trip include Delta and Alaska Airlines. Hawaiian Airlines is 59% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Medford one-way?

    $139 is the cheapest one-way deal found within the past few days, from Hawaiian Airlines. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $139 and $192, respectively.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Chicago to Medford?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Medford (average of $349). Flying from Chicago to Medford in June is currently the most expensive (average of $485). 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

Traveling to a place near Medford?

Book flights to Medford if you plan to visit one of these locations
Grants Pass
Yreka

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Alternative routes for Chicago to Medford

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Medford

Discover the top 4 airlines that operate flights from Chicago to Medford. 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$358FlexibilityNo cancel feeOn-time85%
DeltaCheapest$297Average$492FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$308Average$461FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$348Average$516FlexibilityNo cancel feeOn-time69%

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