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$142+ Cheap flights from Medford (MFR) to Chicago (CHI)

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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — CHI
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Medford to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Medford (MFR) to Chicago (CHI). 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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$320
(Alaska Airlines)

One-way from

$142
(Hawaiian Airlines)

Popular in

December

Cheapest in

February

Average price

$524
Provider with most accurate pricing for Medford-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Medford-Chicago (CHI) flights.
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From Medford to Chicago (CHI)
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One-way flight from Medford to Chicago (CHI)
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Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Medford to Chicago

Cheapest flights from Medford to Chicago
Explore the most affordable flight options available from Medford to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/305:14 amMFR - ORD
1 stop16h 42mAlaska Airlines
Sun 6/17:00 amORD - MFR
1 stop10h 25mAlaska Airlines
Deal found 4/29$320
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1411:50 amMFR - ORD
1 stop7h 45mDelta
Sat 6/287:40 amORD - MFR
2 stops11h 10mDelta
Deal found 4/30$339
This Hawaiian Airlines deal was found by Cheapflights users on 4/30. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/261:32 pmMFR - ORD
1 stop8h 27mHawaiian Airlines
Sun 8/317:00 amORD - MFR
1 stop6h 59mHawaiian Airlines
Deal found 4/30$372
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/271:59 pmMFR - ORD
1 stop8h 36mAmerican Airlines
Sun 8/313:22 pmORD - MFR
1 stop9h 54mAmerican Airlines
Deal found 4/30$373
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/229:51 pmMFR - ORD
2 stops32h 59mMultiple Airlines
Sat 6/2811:50 amORD - MFR
2 stops35h 16mMultiple Airlines
Deal found 4/30$411
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 7/125:15 amMFR - MDW
2 stops9h 55mDelta
Mon 7/141:09 pmMDW - MFR
2 stops12h 49mDelta
Deal found 4/29$431
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/152:05 pmMFR - ORD
1 stop9h 11mUnited Airlines
Mon 5/196:30 amORD - MFR
1 stop7h 31mUnited Airlines
Deal found 4/29$442

Cheapflights Fare Finder

Customize your flight search to find flights from Medford to Chicago 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 May 1, 2025.
Use the filters below to find and compare flights from Medford to Chicago that are best for you.

Fly from

Medford

Fly to

Chicago

Route

Depart

Return

Price

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 5/30

5:14 am-11:56 pm

1 stop16h 42m

Chicago O'Hare Intl

Sun 6/1

7:00 am-3:25 pm

1 stop10h 25m

$320

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 6/14

11:50 am-9:35 pm

1 stop7h 45m

Chicago O'Hare Intl

Sat 6/28

7:40 am-4:50 pm

2 stops11h 10m

$339

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 8/26

1:32 pm-11:59 pm

1 stop8h 27m

Chicago O'Hare Intl

Sun 8/31

7:00 am-11:59 am

1 stop6h 59m

$372

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 8/27

1:59 pm-12:35 am

1 stop8h 36m

Chicago O'Hare Intl

Sun 8/31

3:22 pm-11:16 pm

1 stop9h 54m

$373

MedfordChicago

MFR - ORD

MFRORD

Medford

Sun 6/22

9:51 pm-8:50 am

2 stops32h 59m

Chicago O'Hare Intl

Sat 6/28

9:35 pm-3:26 pm

1 stop19h 51m

$382

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sat 7/12

5:15 am-5:10 pm

2 stops9h 55m

Chicago Midway

Mon 7/14

1:09 pm-11:58 pm

2 stops12h 49m

$431

MedfordChicago

MFR - ORD

MFRORD

Medford

Thu 5/15

2:05 pm-1:16 am

1 stop9h 11m

Chicago O'Hare Intl

Mon 5/19

6:30 am-12:01 pm

1 stop7h 31m

$442

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 5/31

3:55 pm-11:56 pm

1 stop6h 01m

$142

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 5/31

12:40 pm-11:59 pm

2 stops9h 19m

$163

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sat 5/31

6:15 am-5:47 pm

2 stops9h 32m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Compare providers for flights from Medford to Chicago

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 Medford to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
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 Medford-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Medford-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Medford-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Medford-Chicago 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 Medford-Chicago 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 Medford to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Medford to Chicago (average of $245). Flying from Medford to Chicago in March is currently the most expensive (average of $321). 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 MFR to CHI?

Find hourly flight availability from Medford to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

It’s optimal to fly from Medford to Chicago in the morning. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the afternoon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 1, 2025.
See what other customers who have flown with Alaska Airlines, Delta and Hawaiian Airlines from Medford to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,409 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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

    Medford (MFR) is the airport you will fly out of if you book a flight from Medford to Chicago. You should not have trouble finding flights to Chicago from Medford; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Medford airport to Chicago. It is only a 3.0 mi journey to Medford (MFR) from Medford’s city center.

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

    Currently priced at $320, Alaska Airlines will fly you from Medford to Chicago and back. In addition to Alaska Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Hawaiian Airlines - these airlines can fly you to your destination from $339 and $372, respectively. Alaska Airlines is priced at 36% lower than the current average price of a flight leaving 3 months from now.

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

    One-way options have recently been found by users for as low as $142 on Hawaiian Airlines. Other airlines that offer cheap prices include Alaska Airlines from $163 and Delta from $179 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Medford to Chicago 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 Medford to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Medford to Chicago (average of $245). Flying from Medford to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 3 airlines flying from Medford to Chicago

Discover the top 3 airlines that operate flights from Medford to Chicago. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$280Average$422FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$300Average$476FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$304Average$533FlexibilityNo cancel feeOn-time69%

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