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$150+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFR
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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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 November 29, 2025.

This Delta deal was found by Cheapflights users on 11/27. 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 12/242:15 pmORD - MFR
1 stop24h 39mDelta
Wed 12/3112:36 pmMFR - ORD
1 stop9h 23mDelta
Deal found 11/27$345
This Travelocity deal was found by Cheapflights users on 11/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORD - MFR
1 stop8h 48mAlaska Airlines
Thu 1/13:47 pmMFR - ORD
1 stop11h 15mAlaska Airlines
Deal found 11/27$346
This Alaska Airlines deal was found by Cheapflights users on 11/27. 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 12/246:08 pmORD - MFR
1 stop7h 51mAlaska Airlines
Thu 1/19:03 pmMFR - ORD
1 stop13h 10mAlaska Airlines
Deal found 11/27$376
This Alaska Airlines deal was found by Cheapflights users on 11/27. 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 12/38:00 amORD - MFR
1 stop7h 16mAlaska Airlines
Wed 12/171:55 pmMFR - ORD
1 stop7h 55mAlaska Airlines
Deal found 11/27$382
This Alaska Airlines deal was found by Cheapflights users on 11/27. 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 12/256:00 amORD - MFR
1 stop8h 48mAlaska Airlines
Fri 1/29:03 pmMFR - ORD
1 stop7h 26mAlaska Airlines
Deal found 11/27$400
This Alaska Airlines deal was found by Cheapflights users on 11/27. 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 12/256:00 amORD - MFR
2 stops11h 10mAlaska Airlines
Wed 12/315:07 amMFR - ORD
1 stop6h 02mAlaska Airlines
Deal found 11/27$408
This Alaska Airlines deal was found by Cheapflights users on 11/27. 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 12/246:08 pmORD - MFR
1 stop7h 51mAlaska Airlines
Fri 1/29:03 pmMFR - ORD
1 stop7h 26mAlaska Airlines
Deal found 11/27$428
This Delta deal was found by Cheapflights users on 11/27. 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 12/37:20 amORD - MFR
1 stop6h 41mDelta
Wed 12/175:00 amMFR - ORD
2 stops9h 57mDelta
Deal found 11/27$447
This Delta deal was found by Cheapflights users on 11/27. 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 12/1110:49 amMDW - MFR
2 stops15h 10mDelta
Sun 12/146:00 amMFR - MDW
2 stops10h 18mDelta
Deal found 11/27$595
This Delta deal was found by Cheapflights users on 11/29. 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 12/141:50 pmMDW - MFR
2 stops11h 12mDelta
Thu 12/1811:40 amMFR - MDW
2 stops10h 07mDelta
Deal found 11/29$806
This Delta deal was found by Cheapflights users on 11/28. 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
Fri 12/265:00 amMFR - MDW
2 stops10h 19mDelta
Deal found 11/28$2,330

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 November 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$280
(Delta)

One-way from

$150
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$345
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 ($46 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 November 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 November 29, 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

Fri 3/13

7:20 am-12:12 pm

1 stop6h 52m

Medford

Mon 3/16

12:30 pm-11:54 pm

1 stop9h 24m

$285

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Tue 1/20

6:50 am-4:40 pm

2 stops11h 50m

Medford

Sat 1/24

6:05 am-9:52 pm

2 stops13h 47m

$296

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sun 2/1

6:06 pm-4:08 pm

2 stops24h 02m

Medford

Sun 2/8

5:42 am-5:10 pm

1 stop9h 28m

$310

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sun 3/15

7:20 am-12:13 pm

1 stop6h 53m

Medford

Wed 3/18

12:30 pm-11:54 pm

1 stop9h 24m

$344

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 12/24

2:15 pm-12:54 pm

1 stop24h 39m

Medford

Wed 12/31

12:36 pm-11:59 pm

1 stop9h 23m

$345

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 12/25

2:15 pm-9:14 pm

1 stop8h 59m

Medford

Wed 12/31

12:36 pm-11:59 pm

1 stop9h 23m

$345

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Fri 3/13

1:09 pm-11:04 pm

2 stops11h 55m

Medford

Mon 3/16

5:30 pm-9:55 am

2 stops14h 25m

$356

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sun 3/15

7:00 am-3:53 pm

2 stops10h 53m

Medford

Wed 3/18

12:30 pm-11:10 pm

1 stop8h 40m

$372

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 5/2

7:25 am-12:13 pm

1 stop6h 48m

Medford

Tue 5/5

6:05 am-5:24 pm

1 stop9h 19m

$373

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Sat 5/2

2:00 pm-11:13 pm

2 stops11h 13m

Medford

Tue 5/5

6:05 am-6:31 pm

2 stops10h 26m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/28

Showing 1-10 of 25 results
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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 November.
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 March is currently the most expensive (average of $425). 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 November 29, 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.

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 November 29, 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
11,375 reviews

Comfort

7.8

Overall

8.0

Entertainment

7.0

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Christine,Nov 2025

MIA - PDX

Just got on, logged in, and zoned out on some TV sit calm. Flight was easy Miami airport is something else!!! what a mess and now that I think of it, the luggage desk staff was super slow, I began to get irritated over paper running out, TSA was at the the end of the desk and the agent was assuring us we would get on flight, we arrived early, just didn't find the Alaska desk due to miss information. We walked that airport back and forth 3times. Language barriers were part of that fiasco and searching for American Airlines didn't help. (rolling my eyes)
Alaska Airlines
8.0
Very good
11,375 reviews
Alaska Airlines
8.0
Very good
11,375 reviews

Comfort

7.8

Overall

8.0

Entertainment

7.0

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Christine,Nov 2025

MIA - PDX

Just got on, logged in, and zoned out on some TV sit calm. Flight was easy Miami airport is something else!!! what a mess and now that I think of it, the luggage desk staff was super slow, I began to get irritated over paper running out, TSA was at the the end of the desk and the agent was assuring us we would get on flight, we arrived early, just didn't find the Alaska desk due to miss information. We walked that airport back and forth 3times. Language barriers were part of that fiasco and searching for American Airlines didn't help. (rolling my eyes)
Delta
7.9
Good
8,011 reviews
Alaska Airlines
8.0
Very good
11,375 reviews

Comfort

7.8

Overall

8.0

Entertainment

7.0

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Christine,Nov 2025

MIA - PDX

Just got on, logged in, and zoned out on some TV sit calm. Flight was easy Miami airport is something else!!! what a mess and now that I think of it, the luggage desk staff was super slow, I began to get irritated over paper running out, TSA was at the the end of the desk and the agent was assuring us we would get on flight, we arrived early, just didn't find the Alaska desk due to miss information. We walked that airport back and forth 3times. Language barriers were part of that fiasco and searching for American Airlines didn't help. (rolling my eyes)
Hawaiian Airlines
7.8
Good
2,815 reviews
Alaska Airlines
8.0
Very good
11,375 reviews

Comfort

7.8

Overall

8.0

Entertainment

7.0

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Christine,Nov 2025

MIA - PDX

Just got on, logged in, and zoned out on some TV sit calm. Flight was easy Miami airport is something else!!! what a mess and now that I think of it, the luggage desk staff was super slow, I began to get irritated over paper running out, TSA was at the the end of the desk and the agent was assuring us we would get on flight, we arrived early, just didn't find the Alaska desk due to miss information. We walked that airport back and forth 3times. Language barriers were part of that fiasco and searching for American Airlines didn't help. (rolling my eyes)
United Airlines
7.4
Good
9,056 reviews
Alaska Airlines
8.0
Very good
11,375 reviews

Comfort

7.8

Overall

8.0

Entertainment

7.0

Food

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Christine,Nov 2025

MIA - PDX

Just got on, logged in, and zoned out on some TV sit calm. Flight was easy Miami airport is something else!!! what a mess and now that I think of it, the luggage desk staff was super slow, I began to get irritated over paper running out, TSA was at the the end of the desk and the agent was assuring us we would get on flight, we arrived early, just didn't find the Alaska desk due to miss information. We walked that airport back and forth 3times. Language barriers were part of that fiasco and searching for American Airlines didn't help. (rolling my eyes)

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 Alaska Airlines can get you from Chicago to Medford in just under 6h 52m. Your travel time can differ by up to 17h 10m. 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 United Airlines. Hawaiian Airlines is 55% 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?

    $150 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Alaska Airlines, with prices starting from $156 and $214, 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 March is currently the most expensive (average of $425). 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 November 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$358FlexibilityNo cancel feeOn-time85%
DeltaCheapest$278Average$426FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$552FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$308Average$418FlexibilityNo cancel feeOn-time75%

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