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Medford

$292+ Cheap flights from Chicago (CHI) to Medford (MFR)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFR
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/8. 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 12/242:06 pmORD - MFR
1 stop10h 44mAlaska Airlines
Sun 12/289:03 pmMFR - ORD
1 stop7h 26mAlaska Airlines
Deal found 12/8$565
This Alaska Airlines deal was found by Cheapflights users on 12/9. 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 12/125:51 pmORD - MFR
1 stop8h 41mAlaska Airlines
Sun 12/141:30 pmMFR - ORD
1 stop8h 29mAlaska Airlines
Deal found 12/9$584
This American Airlines deal was found by Cheapflights users on 12/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:10 pmORD - MFR
1 stop10h 01mAmerican Airlines
Fri 12/198:47 pmMFR - ORD
1 stop6h 47mAmerican Airlines
Deal found 12/9$585
This Delta deal was found by Cheapflights users on 12/9. 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 12/127:20 amORD - MFR
1 stop6h 41mDelta
Sun 12/145:00 amMFR - ORD
2 stops9h 57mDelta
Deal found 12/9$590
This Alaska Airlines deal was found by Cheapflights users on 12/9. 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.
Mon 12/226:08 pmORD - MFR
1 stop7h 51mAlaska Airlines
Thu 12/255:07 amMFR - ORD
1 stop6h 09mAlaska Airlines
Deal found 12/9$598
This Delta deal was found by Cheapflights users on 12/10. 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 12/256:00 amORD - MFR
1 stop8h 54mDelta
Mon 12/2912:36 pmMFR - ORD
1 stop9h 23mDelta
Deal found 12/10$610
This Alaska Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/216:08 pmORD - MFR
1 stop7h 51mAlaska Airlines
Mon 12/299:03 pmMFR - ORD
1 stop13h 10mAlaska Airlines
Deal found 12/10$628
This Alaska Airlines deal was found by Cheapflights users on 12/9. 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.
Mon 12/158:59 pmORD - MFR
1 stop17h 54mAlaska Airlines
Fri 12/195:00 amMFR - ORD
2 stops12h 04mAlaska Airlines
Deal found 12/9$685
This United Airlines deal was found by Cheapflights users on 12/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:45 amORD - MFR
2 stops16h 12mUnited Airlines
Mon 12/296:34 pmMFR - ORD
1 stop8h 53mUnited Airlines
Deal found 12/10$686
This Delta deal was found by Cheapflights users on 12/10. 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 12/2212:45 pmMDW - MFR
2 stops13h 09mDelta
Fri 12/265:00 amMFR - MDW
2 stops10h 19mDelta
Deal found 12/10$1,790
This Delta deal was found by Cheapflights users on 12/9. 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 12/2212:45 pmMDW - MFR
2 stops12h 22mDelta
Thu 12/255:00 amMFR - MDW
2 stops10h 19mDelta
Deal found 12/9$2,294
This Delta deal was found by Cheapflights users on 12/11. 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.
Wed 12/249:50 amMDW - MFR
2 stops13h 24mDelta
Sat 12/275:00 amMFR - MDW
2 stops10h 26mDelta
Deal found 12/11$3,302

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$292
(KAYAK)

Popular in

March

Cheapest in

September

Average price

$491
Provider with most accurate pricing for Chicago (CHI)-Medford flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Medford flights.
Search Deals
From Chicago (CHI) to Medford
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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

MDW - MFR

MDWMFR

Chicago Midway

Fri 1/30

1:49 pm-10:59 pm

2 stops11h 10m

Medford

Mon 2/2

5:20 pm-9:53 am

2 stops14h 33m

$296

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 2/14

2:07 pm-7:48 pm

1 stop7h 41m

Medford

Wed 2/18

1:10 pm-11:59 pm

1 stop8h 49m

$300

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Tue 1/6

5:00 am-1:07 pm

1 stop10h 07m

Medford

Tue 1/13

3:00 pm-12:23 am

1 stop7h 23m

$300

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 1/29

6:06 pm-11:56 pm

1 stop7h 50m

Medford

Mon 2/2

5:42 am-2:38 pm

1 stop6h 56m

$304

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Tue 1/6

6:40 pm-10:57 pm

1 stop6h 17m

Medford

Tue 1/13

5:05 am-5:26 pm

2 stops10h 21m

$306

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Mon 3/9

5:29 pm-1:02 pm

1 stop21h 33m

Medford

Thu 3/12

5:45 am-2:11 pm

1 stop6h 26m

$312

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Tue 1/6

8:58 pm-12:45 pm

1 stop17h 47m

Medford

Tue 1/13

5:42 am-11:50 pm

1 stop16h 08m

$313

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sun 2/1

10:57 am-7:38 pm

1 stop10h 41m

Medford

Sun 2/8

2:27 pm-12:23 am

1 stop7h 56m

$320

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Mon 3/9

3:59 pm-11:04 pm

2 stops9h 05m

Medford

Thu 3/12

6:00 am-8:37 pm

2 stops12h 37m

$333

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Mon 3/9

2:03 pm-11:04 pm

2 stops11h 01m

Medford

Thu 3/12

6:00 am-5:55 pm

2 stops9h 55m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 20 results
1
2

Compare providers for flights from Chicago to Medford

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 Chicago to Medford in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
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 Chicago-Medford flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Medford flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Medford flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Medford 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 Chicago-Medford 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 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 month to book a flight from Chicago to Medford?

Currently, August is the cheapest month in which you can book a flight from Chicago to Medford (average of $141). Flying from Chicago to Medford in December is currently the most expensive (average of $576). 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 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 December 12, 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 at noon, which can drop the price by up to 41% versus a flight in the morning.

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 67% 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.

Phoenix (PHX) is the most affordable 1-stop option, with an average round-trip price of $280.

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 December 12, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and Hawaiian 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
11,431 reviews

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,431 reviews
Alaska Airlines
8.0
Very good
11,431 reviews

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,009 reviews
Alaska Airlines
8.0
Very good
11,431 reviews

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Hawaiian Airlines
7.8
Good
2,818 reviews
Alaska Airlines
8.0
Very good
11,431 reviews

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,095 reviews
Alaska Airlines
8.0
Very good
11,431 reviews

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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, Alaska Airlines, and American Airlines can get you from Chicago to Medford in just under 7h 41m. Your travel time can differ by up to 3h 29m. 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?

    Delta, at $164, was found to be the cheapest airline from Chicago to Medford.Alternate airlines to your destination round-trip include Hawaiian Airlines and United Airlines. Delta is 61% 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?

    $145 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $184 and $193, 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, August is the cheapest month in which you can book a flight from Chicago to Medford (average of $141). Flying from Chicago to Medford in December is currently the most expensive (average of $576). 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?

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$358FlexibilityNo cancel feeOn-time85%
DeltaCheapest$278Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$552FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$308Average$419FlexibilityNo cancel feeOn-time75%

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