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Medford

$156+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFR
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
1 adult, Economy
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Cheap flight deals from Chicago to Medford

Best flights from Chicago to Medford
Discover carefully curated flight deals from Chicago to Medford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/1. 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.
Fri 2/135:29 pmORD - MFR
1 stop8h 30mAlaska Airlines
Mon 2/161:41 pmMFR - ORD
1 stop8h 15mAlaska Airlines
Deal found 1/1$304
This Delta deal was found by Cheapflights users on 1/1. 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 3/81:10 pmMDW - MFR
2 stops12h 37mDelta
Sun 3/156:00 amMFR - MDW
2 stops9h 54mDelta
Deal found 1/1$554
This Alaska Airlines deal was found by Cheapflights users on 12/31. 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 2/13:44 pmORD - MFR
1 stop23h 01mAlaska Airlines
Sun 2/85:42 amMFR - ORD
1 stop6h 56mAlaska Airlines
Deal found 12/31$317
This Alaska Airlines deal was found by Cheapflights users on 12/30. 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 1/218:00 amORD - MFR
1 stop10h 57mAlaska Airlines
Sun 1/251:20 pmMFR - ORD
1 stop8h 17mAlaska Airlines
Deal found 12/30$317
This Delta deal was found by Cheapflights users on 1/1. 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 6/281:00 pmMDW - MFR
2 stops12h 13mDelta
Mon 7/65:21 pmMFR - MDW
2 stops13h 17mDelta
Deal found 1/1$615
This Delta deal was found by Cheapflights users on 1/1. 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 6/271:00 pmMDW - MFR
2 stops12h 13mDelta
Mon 7/612:25 pmMFR - MDW
2 stops18h 13mDelta
Deal found 1/1$615
This Delta deal was found by Cheapflights users on 12/31. 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 1/159:32 amMDW - MFR
2 stops9h 08mDelta
Mon 1/195:20 pmMFR - MDW
2 stops14h 33mDelta
Deal found 12/31$649
This Delta deal was found by Cheapflights users on 1/1. 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 1/161:49 pmMDW - MFR
2 stops11h 10mDelta
Mon 1/195:05 amMFR - MDW
2 stops11h 31mDelta
Deal found 1/1$669
This Delta deal was found by Cheapflights users on 1/1. 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 6/281:00 pmMDW - MFR
2 stops12h 13mDelta
Sun 7/512:25 pmMFR - MDW
2 stops19h 26mDelta
Deal found 1/1$670
This Delta deal was found by Cheapflights users on 1/1. 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 6/271:00 pmMDW - MFR
2 stops12h 13mDelta
Sun 7/512:25 pmMFR - MDW
2 stops19h 26mDelta
Deal found 1/1$670
This Delta deal was found by Cheapflights users on 1/1. 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 2/131:49 pmMDW - MFR
2 stops11h 23mDelta
Mon 2/166:55 amMFR - MDW
2 stops13h 36mDelta
Deal found 1/1$1,391

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 January 2, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$304
(Kiwi.com)

One-way from

$156
(Delta)

Popular in

March

Cheapest in

September

Average price

$368
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
One-way flight from Chicago (CHI) to Medford
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($25 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 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 January 2, 2026.
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

Fri 2/13

5:29 pm-11:59 pm

1 stop8h 30m

Medford

Mon 2/16

1:41 pm-11:56 pm

1 stop8h 15m

$304

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sun 2/1

3:44 pm-12:45 pm

1 stop23h 01m

Medford

Sun 2/8

5:42 am-2:38 pm

1 stop6h 56m

$317

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 1/21

8:00 am-4:57 pm

1 stop10h 57m

Medford

Sun 1/25

1:20 pm-11:37 pm

1 stop8h 17m

$317

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sun 3/8

1:10 pm-11:47 pm

2 stops12h 37m

Medford

Sun 3/15

6:00 am-5:54 pm

2 stops9h 54m

$554

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sun 6/28

1:00 pm-11:13 pm

2 stops12h 13m

Medford

Mon 7/6

5:21 pm-8:38 am

2 stops13h 17m

$615

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sat 6/27

1:00 pm-11:13 pm

2 stops12h 13m

Medford

Mon 7/6

12:25 pm-8:38 am

2 stops18h 13m

$615

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Thu 1/15

9:32 am-4:40 pm

2 stops9h 08m

Medford

Mon 1/19

5:20 pm-9:53 am

2 stops14h 33m

$649

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Fri 1/16

1:49 pm-10:59 pm

2 stops11h 10m

Medford

Mon 1/19

5:05 am-6:36 pm

2 stops11h 31m

$669

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sun 6/28

1:00 pm-11:13 pm

2 stops12h 13m

Medford

Sun 7/5

12:25 pm-9:51 am

2 stops19h 26m

$670

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sat 6/27

1:00 pm-11:13 pm

2 stops12h 13m

Medford

Sun 7/5

12:25 pm-9:51 am

2 stops19h 26m

$670

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/2

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 January.
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.

How much does it cost to fly round-trip from Chicago to Medford?

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 January 2, 2026.
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
11,597 reviews

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,597 reviews
Alaska Airlines
8.0
Very good
11,597 reviews

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,017 reviews
Alaska Airlines
8.0
Very good
11,597 reviews

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Hawaiian Airlines
7.8
Good
2,823 reviews
Alaska Airlines
8.0
Very good
11,597 reviews

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,132 reviews
Alaska Airlines
8.0
Very good
11,597 reviews

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

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 3 different airlines.

  • How long is the flight from Chicago to Medford?

    Alaska Airlines and Delta can get you from Chicago to Medford in just under 8h 30m. Your travel time can differ by up to 4h 07m. 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 Alaska 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 Delta and United Airlines, with prices starting from $160 and $184, 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

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Top 3 airlines flying from Chicago to Medford

Discover the top 3 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 January 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$358FlexibilityNo cancel feeOn-time85%
DeltaCheapest$278Average$410FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$308Average$420FlexibilityNo cancel feeOn-time75%

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