MFR - CHI

$169 Find Cheap Flights from Medford to Chicago - Compare and Save

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 8/14. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$347
Typical prices: $347-$416
Multiple Airlines
Mon 9/14Sat 9/19
MFR - ORD • 1 stop
Cheapest one-way
$169
Typical prices: $256-$449
Multiple Airlines
Fri 8/14
MFR - ORD • 2 stops
Top airlines
Cheapest • from $407 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Medford and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $302 (round-trip)
Shortest trip • 6h 16m (one-way)
Insights
Insights
Insights
Insights
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
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

Mon, Sep 14 - Sat, Sep 19
Multiple Airlines Logo
3:40 pm - 5:38 am
MFR
-
ORD
11h 58m
1 stop
Multiple Airlines Logo
7:32 pm - 12:15 pm
ORD
-
MFR
18h 43m
1 stop
$347Multiple Airlines
Mon, Sep 14 - Sat, Sep 19
Multiple Airlines Logo
3:40 pm - 12:23 am
MFR
-
ORD
30h 43m
2 stops
Multiple Airlines Logo
7:32 pm - 12:15 pm
ORD
-
MFR
18h 43m
1 stop
$357Multiple Airlines
Sun, Nov 1 - Wed, Nov 4
Multiple Airlines Logo
10:53 am - 11:57 am
MFR
-
ORD
23h 04m
1 stop
Multiple Airlines Logo
11:06 am - 12:46 pm
ORD
-
MFR
27h 40m
2 stops
$360Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
Alaska Airlines Logo
6:46 pm - 5:40 am
MFR
-
ORD
8h 54m
1 stop
Alaska Airlines Logo
9:31 am - 2:36 pm
ORD
-
MFR
7h 05m
1 stop
$401Alaska Airlines
Sat, Aug 29 - Sat, Sep 5
Alaska Airlines Logo
7:24 pm - 1:26 pm
MFR
-
ORD
16h 02m
1 stop
Alaska Airlines Logo
2:22 pm - 6:40 pm
ORD
-
MFR
6h 18m
1 stop
$407Alaska Airlines
Wed, Oct 28 - Sat, Nov 7
Delta Logo
1:20 pm - 10:00 pm
MFR
-
ORD
6h 40m
1 stop
Delta Logo
5:30 pm - 11:18 pm
ORD
-
MFR
7h 48m
1 stop
$407Delta
Tue, Nov 3 - Tue, Nov 10
Delta Logo
1:40 pm - 10:00 pm
MFR
-
ORD
6h 20m
1 stop
Delta Logo
5:55 pm - 11:27 pm
ORD
-
MFR
7h 32m
1 stop
$407Delta
Sat, Oct 31 - Sat, Nov 7
United Airlines Logo
2:06 pm - 11:27 pm
MFR
-
ORD
7h 21m
1 stop
United Airlines Logo
12:42 pm - 6:09 pm
ORD
-
MFR
7h 27m
1 stop
$407United Airlines
Tue, Oct 27 - Sat, Oct 31
Alaska Airlines Logo
5:59 am - 4:50 pm
MFR
-
ORD
8h 51m
1 stop
Alaska Airlines Logo
2:21 pm - 8:37 pm
ORD
-
MFR
8h 16m
1 stop
$407Alaska Airlines
Wed, Sep 23 - Sun, Sep 27
United Airlines Logo
2:07 pm - 11:05 pm
MFR
-
ORD
6h 58m
1 stop
United Airlines Logo
6:07 am - 11:55 am
ORD
-
MFR
7h 48m
1 stop
$427United 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 September.

Flight prices are below average for this route right now.

Flights to Chicago from Medford usually cost between $441 and $475 in September.
The lowest price found in the past 5 days was $347 on Multiple Airlines (Sep 14-Sep 19).

What is the cheapest Medford to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Medford to Chicago costs $1,162 on the route between Medford (MFR) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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 September, where tickets cost $379 (return) on average. On the other hand, the most expensive months are January and June, where the average cost of round-trip tickets is $674 and $554 respectively.

Good to know

Low season

December

Cheapest flight

$169
Best time to beat the crowds with an average 32% drop 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 5 days, the lowest price for a flight from Medford to Chicago was $169 for a one-way ticket and $347 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?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Medford and Chicago, with Star Alliance 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 $473 and an overall rating of 7.9, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $509 and an overall rating of 7.8.

  • 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.
7.9
Alaska AirlinesOverall score based on 12726 reviews
8.5Crew
7.0Entertainment
7.8Comfort
7.0Food
8.1Boarding
Airline reviews

My trip to Seattle from Newark was uncomfortable and there was a maintenance issue that caused a delay which ended up with me being stuck at the Seattle airport on my birthday for almost 12 hrs. The ride itself was very bumpy due to turbulence. I u derstand as my first time flying this could have been normal but all the passengers around me said that this was not what flying is normally like. On my way home I was semi comfortable due to exhaustion and paying $200 in upgrades to have a “better” seat and experience

4.0 OkayAnonymous, Mar 2026
MFR - SEA
Read more Alaska Airlines reviews

My trip to Seattle from Newark was uncomfortable and there was a maintenance issue that caused a delay which ended up with me being stuck at the Seattle airport on my birthday for almost 12 hrs. The ride itself was very bumpy due to turbulence. I u derstand as my first time flying this could have been normal but all the passengers around me said that this was not what flying is normally like. On my way home I was semi comfortable due to exhaustion and paying $200 in upgrades to have a “better” seat and experience

Everything was fine. The snacks are a little on the tiny side.

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.

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

A very good experience - all staff was friendly and helpful.

I was able to upgrade easily on the way home to first class. No problems with luggage. Efficient time management getting us to our destination on time

The airline was great. What was annoying as hell were the inaccurate emails from KAYAK telling me the boarding gate changed and the date of my flight was 1 day later then the actual flight 😡

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

No complaints. One of the flight attendants was especially engaging and helpful. She was like a merging of nurse and teacher energy in one person.. The seats were very comfortable, and so nice to have extra legroom in the main cabin. Puts United and American to shame. Thanks

It was as good as it could be. Flying is not a pleasant experience these days.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

Cramped seating for me. Luckily it wasn’t a long flight

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

long flights are never truly comfortable but the airline did their best. crew was great and the flight was safe.

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

The staff did not do a good job of getting everyone boarded quickly, so we missed our take off window and had to sit on the tarmac for 20+ min waiting for our turn. The plan was old. Pockets on the back of seats were torn and tearing off. One of the attendants was rude-she would ask a question but he walking away before you finished answering so she kept getting our drink orders wrong.

Gluten free snack options and meals that offer both gluten free and dairy free.

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

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.

I liked being upgraded to first class. The flight was a redeye, so I did sleep most of it.

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

Information on your arrival and departure airports