MFR - CHI

$119 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 2/25. 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, 0 bags

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
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$237
Overall average: $430
American Airlines
Tue 2/24Tue 3/3
MFR - ORD • 1 stop
Cheapest one-way
$119
American Airlines
Wed 2/25
MFR - ORD • 1 stop
Top airlines
American Airlines
Cheapest • from $237 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 35% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

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, Feb 24 - Tue, Mar 3
American Airlines Logo
2:02 pm - 12:51 am
MFR
-
ORD
8h 49m
1 stop
American Airlines Logo
5:00 am - 1:32 pm
ORD
-
MFR
10h 32m
1 stop
$237American Airlines
Tue, Feb 24 - Tue, Mar 3
Delta Logo
5:55 am - 4:41 pm
MFR
-
ORD
8h 46m
2 stops
Delta Logo
7:15 am - 12:11 pm
ORD
-
MFR
6h 56m
1 stop
$242Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
5:55 am - 4:41 pm
MFR
-
ORD
8h 46m
2 stops
Delta Logo
7:15 am - 4:40 pm
ORD
-
MFR
11h 25m
2 stops
$248Delta
Sat, Apr 25 - Mon, Apr 27
Delta Logo
12:28 pm - 9:18 pm
MFR
-
ORD
6h 50m
1 stop
Delta Logo
6:00 pm - 11:30 pm
ORD
-
MFR
7h 30m
1 stop
$274Delta
Sat, Apr 25 - Mon, Apr 27
Delta Logo
6:00 am - 9:18 pm
MFR
-
ORD
13h 18m
2 stops
Delta Logo
7:12 pm - 11:52 pm
ORD
-
MFR
6h 40m
1 stop
$279Delta
Sat, Apr 25 - Mon, Apr 27
Delta Logo
11:14 am - 9:18 pm
MFR
-
ORD
8h 04m
2 stops
Delta Logo
5:04 pm - 11:52 pm
ORD
-
MFR
8h 48m
2 stops
$285Delta
Sat, Feb 28 - Sat, Mar 7
Alaska Airlines Logo
5:08 am - 11:56 pm
MFR
-
ORD
16h 48m
2 stops
Alaska Airlines Logo
2:07 pm - 7:48 pm
ORD
-
MFR
7h 41m
1 stop
$305Alaska Airlines
Fri, Apr 24 - Sun, Apr 26
Delta Logo
6:00 am - 4:39 pm
MFR
-
ORD
8h 39m
1 stop
Delta Logo
7:12 pm - 11:52 pm
ORD
-
MFR
6h 40m
1 stop
$311Delta
Wed, Jun 3 - Tue, Jun 9
Alaska Airlines Logo
1:25 pm - 10:45 pm
MFR
-
ORD
7h 20m
1 stop
Alaska Airlines Logo
3:43 pm - 10:21 pm
ORD
-
MFR
8h 38m
1 stop
$373Alaska Airlines
Wed, Jun 10 - Wed, Jun 17
United Airlines Logo
2:03 pm - 12:58 am
MFR
-
ORD
8h 55m
2 stops
United Airlines Logo
6:02 am - 11:34 am
ORD
-
MFR
7h 32m
1 stop
$374United Airlines
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.

How much is a round-trip flight from Medford to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Medford to Chicago departing in February.

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 October, where tickets cost $296 (return) on average. On the other hand, the most expensive months are April and January, where the average cost of round-trip tickets is $676 and $674 respectively.

Good to know

Low seasonFebruary
Cheapest flight$119
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 8% 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 $119 for a one-way ticket and $237 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?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Medford and Chicago, with SkyTeam 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 $381 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 $423 and an overall rating of 7.9.

  • 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 11808 reviews
7.8Comfort
8.5Crew
8.1Boarding
7.0Entertainment
7.1Food
Airline reviews

Everything from the time I booked my flight through to the end when I got home was smooth and wonderful. Service was great, the flight attendants were attentive and there were no outstanding delays.

10.0 ExcellentJacqueline, Jan 2026
PDX - FAT
Read more Alaska Airlines reviews

Everything from the time I booked my flight through to the end when I got home was smooth and wonderful. Service was great, the flight attendants were attentive and there were no outstanding delays.

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

Delayed and no entertainment? I also forgot my headphones and immediately reported it and have not heard back yet.

Very delayed for seemingly no reason. Made me miss an event

The crew was very friendly. Boarding was quick and efficient.

On time, good boarding process very quick. Clean planes. Planes are tight, not much leg room ( i am only 5'8"). Some attendants are moving through aisles fiercely and pushing passengers. Got yelled for a tiny man bag that it is an extra personal tem ( size of a wallet) Wi-Fi on the plane does not work well with android phones.

I didn’t go, and can’t use a no refundable ticket.

There was no food or entertainment, thus thus the neutral rating.

You need categories to note when food and entertainment are not available. Alaska's system would not update flight info on the board for this flight, so there was some confusion after deplaning from the previous flight as to which gate and depart time were accurate for this flight.

we waited for 50 minutes to check a bag and missed a flight. do better.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

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

Information on your arrival and departure airports