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Medford

$136+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MFR
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$287
(Kiwi.com)

One-way from

$136
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$282
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. 5% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:15 amORD - MFR
2 stops34h 01mMultiple Airlines
Mon 10/204:21 pmMFR - ORD
1 stop26h 27mMultiple Airlines
Deal found 9/15$287
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:00 amORD - MFR
1 stop7h 16mAlaska Airlines
Mon 10/207:44 pmMFR - ORD
1 stop8h 40mAlaska Airlines
Deal found 9/15$298
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 10/66:05 pmORD - MFR
1 stop6h 45mDelta
Wed 10/226:00 amMFR - ORD
1 stop9h 10mDelta
Deal found 9/15$299
This Delta deal was found by Cheapflights users on 9/15. 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 10/77:50 amORD - MFR
2 stops10h 54mDelta
Sat 10/1812:38 pmMFR - ORD
1 stop7h 05mDelta
Deal found 9/15$304
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/56:40 amORD - MFR
1 stop10h 36mMultiple Airlines
Mon 10/204:21 pmMFR - ORD
1 stop26h 27mMultiple Airlines
Deal found 9/15$307
This Delta deal was found by Cheapflights users on 9/15. 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 10/77:50 amORD - MFR
2 stops10h 54mDelta
Tue 10/216:00 amMFR - ORD
2 stops10h 41mDelta
Deal found 9/15$309
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Wed 10/225:28 pmORD - MFR
2 stops23h 48mMultiple Airlines
Sun 10/269:42 pmMFR - ORD
1 stop24h 35mMultiple Airlines
Deal found 9/16$314
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/56:40 amORD - MFR
1 stop10h 36mMultiple Airlines
Sun 10/199:42 pmMFR - ORD
1 stop24h 35mMultiple Airlines
Deal found 9/15$318
This Hawaiian Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/162:05 pmORD - MFR
1 stop7h 31mHawaiian Airlines
Tue 12/239:03 pmMFR - ORD
1 stop7h 26mHawaiian Airlines
Deal found 9/16$320
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/117:37 amORD - MFR
1 stop17h 13mDelta
Tue 10/216:00 amMFR - ORD
2 stops10h 41mDelta
Deal found 9/15$322
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/56:40 amORD - MFR
1 stop10h 36mMultiple Airlines
Fri 10/175:12 pmMFR - ORD
1 stop29h 05mMultiple Airlines
Deal found 9/15$323
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/169:15 amORD - MFR
2 stops12h 51mAlaska Airlines
Tue 12/239:03 pmMFR - ORD
1 stop7h 26mAlaska Airlines
Deal found 9/16$326

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 September 17, 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 10/24

8:00 am-3:15 pm

1 stop9h 15m

Medford

Mon 10/27

1:26 pm-12:24 am

1 stop8h 58m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Tue 10/7

6:00 am-11:16 am

1 stop7h 16m

Medford

Tue 10/14

4:08 pm-2:50 pm

1 stop20h 42m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 10/23

6:00 am-11:16 am

1 stop7h 16m

Medford

Sun 10/26

8:45 pm-6:22 am

1 stop7h 37m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 10/11

6:00 am-11:16 am

1 stop7h 16m

Medford

Sat 10/18

2:41 pm-11:59 pm

1 stop7h 18m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 11/7

2:05 pm-7:57 pm

1 stop7h 52m

Medford

Mon 11/10

12:30 pm-11:59 pm

1 stop9h 29m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 10/11

6:00 am-11:16 am

1 stop7h 16m

Medford

Sun 10/19

7:44 pm-6:24 am

1 stop8h 40m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 11/20

7:00 am-12:02 pm

1 stop7h 02m

Medford

Sun 11/23

2:19 pm-11:32 pm

1 stop7h 13m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Mon 10/6

7:59 pm-2:01 pm

1 stop20h 02m

Medford

Mon 10/13

7:44 pm-6:24 am

1 stop8h 40m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 10/15

6:00 am-11:16 am

1 stop7h 16m

Medford

Sun 10/19

7:44 pm-6:24 am

1 stop8h 40m

$298

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 10/22

6:00 am-11:16 am

1 stop7h 16m

Medford

Sun 10/26

8:45 pm-6:22 am

1 stop7h 37m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 37 results
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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 September 17, 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 80% 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 $357.

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 September 17, 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
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
Delta
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
Hawaiian Airlines
7.8
Good
2,729 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.
United Airlines
7.4
Good
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Sep 2025

SEA - MKE

The crew were excellent, flight good, but the actual space for a person to occupy for 4 hours seems to get smaller and smaller 🤣. I am not overweight, and average height….very uncomfortable,, especially when I couldn’t recliner the seat at all, and the pocket in front doesn’t accommodate a water bottle.

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?

    Hawaiian Airlines, Alaska Airlines, and Delta can get you from Chicago to Medford in just under 7h 16m. Your travel time can differ by up to 4h 26m. 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 57% 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?

    $149 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 $149 and $150, 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 $486). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$358FlexibilityNo cancel feeOn-time85%
DeltaCheapest$297Average$495FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$319Average$456FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$348Average$516FlexibilityNo cancel feeOn-time69%

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