MFR - CHI

$135 Find Cheap Flights from Medford to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Medford to Chicago departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Medford to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Medford to Chicago, as well as popular online travel agencies
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Cheap Flights from Medford to Chicago (MFR-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Medford to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Medford to Chicago

Tue, Sep 9 - Sat, Sep 13
Hawaiian Airlines Logo
1:32 pm - 10:07 pmMFR-ORD
6h 35m1 stop
Hawaiian Airlines Logo
12:05 pm - 5:06 pmORD-MFR
7h 01m1 stop
$278Hawaiian Airlines
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Sat, Oct 18 - Tue, Nov 4
Alaska Airlines Logo
2:41 pm - 11:59 pmMFR-ORD
7h 18m1 stop
Alaska Airlines Logo
2:05 pm - 7:57 pmORD-MFR
7h 52m1 stop
$279Alaska Airlines
Find Deal
Tue, Sep 9 - Sat, Sep 13
Delta Logo
6:00 am - 9:00 pmMFR-ORD
13h 00m2 stops
Delta Logo
6:20 pm - 10:37 pmORD-MFR
6h 17m1 stop
$284Delta
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Sun, Aug 17 - Sun, Aug 24
 Logo
4:46 pm - 11:43 amMFR-ORD
16h 57m1 stop
 Logo
8:47 pm - 8:43 pmORD-MFR
25h 56m2 stops
Fri, Aug 22 - Mon, Aug 25
 Logo
5:17 pm - 7:42 pmMFR-ORD
24h 25m2 stops
 Logo
6:00 am - 8:43 pmORD-MFR
16h 43m1 stop
Sat, Oct 11 - Sat, Oct 18
Delta Logo
6:00 am - 5:18 pmMFR-ORD
9h 18m1 stop
Delta Logo
3:50 pm - 11:06 pmORD-MFR
9h 16m2 stops
$314Delta
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Tue, Aug 26 - Tue, Sep 2
United Airlines Logo
5:00 am - 1:15 pmMFR-ORD
6h 15m1 stop
United Airlines Logo
2:53 pm - 9:04 pmORD-MFR
8h 11m1 stop
$353United Airlines
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Sun, Aug 17 - Sun, Aug 24
American Airlines Logo
1:52 pm - 12:35 amMFR-ORD
8h 43m1 stop
American Airlines Logo
5:00 am - 1:10 pmORD-MFR
10h 10m1 stop
$416American Airlines
Find Deal
Wed, Aug 13 - Sun, Aug 17
American Airlines Logo
5:33 am - 3:54 pmMFR-ORD
8h 21m1 stop
American Airlines Logo
4:45 pm - 11:17 pmORD-MFR
8h 32m1 stop
$486American Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
United Airlines Logo
6:00 am - 7:55 pmMFR-ORD
11h 55m2 stops
United Airlines Logo
7:59 pm - 8:29 pmORD-MFR
26h 30m2 stops
$588United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Medford to Chicago flights

Get data-powered insights and trends into flights from Medford to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Medford to Chicago?

The average price of all round-trip flights from Medford to Chicago clicked on KAYAK for each day over the last 12 months.

For Medford to Chicago, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Medford, the best deals are generally found on Wednesday, with Sunday being the most expensive.

What is the cheapest month to fly from Medford to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Medford to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Medford to Chicago is February, where tickets cost $345 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $653 and $630 respectively.

Good to know

Low seasonApril
Cheapest flight$135
Best time to beat the crowds but there is an average 32% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Medford to Chicago O'Hare Airport

When to book flights from Medford to Chicago

Are your dates flexible? Find out the best times to travel from Medford to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Medford to Chicago

  • What is the cheapest flight from Medford to Chicago?

    In the last 3 days, the lowest price for a flight from Medford to Chicago was $135 for a one-way ticket and $278 for a round-trip.

  • Do I need a passport to fly between Medford and Chicago?

    A passport is not required to fly from Medford to Chicago.

  • Which aircraft models fly most regularly from Medford to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Medford to Chicago?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Medford and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Medford to Chicago, Alaska Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Medford to Chicago are Alaska Airlines and Delta. With an average price for the route of $475 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $352 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Medford to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Medford to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Medford to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Medford is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Medford to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Medford with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Medford to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Medford up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Medford to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Medford to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Medford to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Food
8.5Crew
8.1Boarding
7.1Entertainment
7.8Comfort
Airline reviews

TERRIFIC! Thank you all. Jason Robert Kidwell My favorite flight attendants.

10.0 ExcellentJason, Jul 2025PDX - DCA
Read more Alaska Airlines reviews

TERRIFIC! Thank you all. Jason Robert Kidwell My favorite flight attendants.

I liked Alaska better than other carriers that I have EVER used. Unfortunately, the plane from LAX to Guanacaste leg of my journey had some mechanical problems and had to return to LAX - causing my journey to be very long and added a day to my total trip. The Airline was very prompt in offering their apology and have given me credit to use for my next flight. I thought the terminal in LAX was too cold for comfort, especially if there is a long wait between flights.

Not having to pay 160$ for a 20 lb and 12 lb bag that were clearly under 50 lbs and they overcharged me for them

Friendly staff, everything went smoothly. Gluten free snacks would would be the cherry on top!

We have always flown with Alaska when we can. As they have great customer service. This trip we had to transfer to Air LINGUS in Denver to go to Dublin. That’s where things went bad! Our checked luggage didn’t arrive. The process to make a claim was way more complicated than it should be. It took 5 days to recover our luggage. The whole time we couldn’t talk to a real person who could tell us anything. The whole time Alaska blamed Air lingus and vis a versa. No one seemed want to help us. That was the worst part.

I'm a platinum member with American Airlines, however, my ticket did not display status and thus I did not board with an early group. I traveled with my two daughters and we were given a row of seats that did not recline. Not the treatment I would have expected for a platinum customer. The flight was also a bit late leaving Portland. Also on my flight to Portland we were not given premium seats. In fact, we were in the last row of the aircraft.

It was fine. 2 hour delay due to mechanical issue. I understand issues will occur, just wish instead of Capt repeatedly telling us we will be getting off the ground “momentarily” they would just be honest and either say they have no idea-or it’s going to be a few hours! All in all FAs are usually pretty nice :)

I was at risk of not getting on the flight, as when I presented my boarding pass at the gate, it showed me as not having checked in. I was sent to the desk as the last of the other passengers boarded. The agent there said he could see that I had done all of my part and allowed times recommended, but it showed me as not checked in and he couldn't figure out how to correct it. He actually asked them to hold the flight as he struggled with it. He called for support, someone corrected it, and he printed boarding passes for both flights to reduce further issues. I did get on, and needed to ask someone to exit my seat.

We had a birthday one day off and almost missed the plane Our fault

5 hour delay from Portland to Newark. Boarded and then were told we had to get off and wait five hours for flight. No food vouchers or any other compensation because they said it was an air traffic control issue. Plane is bare minimum like a discount airline. They have free entertainment but you have to get to it on your own device no screens in the seats

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Everything you need to know for your flight from Medford to Chicago

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