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Cheap flights from Chicago to Medford from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Medford departing on 9/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Medford (CHI-MFR)

Cheap round-trip flights

Delta Logo
2:25 pm - 9:28 pmORD-MFR
9h 03m1 stop
Delta Logo
6:15 am - 5:20 pmMFR-ORD
9h 05m1 stop
$279Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
Alaska Airlines Logo
1:01 pm - 12:33 amORD-MFR
13h 32m1 stop
Alaska Airlines Logo
1:32 pm - 12:03 amMFR-ORD
8h 31m1 stop
$283Alaska Airlines
Find Deal
Thu, Sep 11 - Tue, Sep 16
Alaska Airlines Logo
2:07 pm - 6:37 pmORD-MFR
6h 30m1 stop
Alaska Airlines Logo
12:39 pm - 5:00 amMFR-ORD
14h 21m1 stop
$287Alaska Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
Hawaiian Airlines Logo
6:20 am - 11:25 amORD-MFR
7h 05m1 stop
Hawaiian Airlines Logo
1:32 pm - 12:03 amMFR-ORD
8h 31m1 stop
$308Hawaiian Airlines
Find Deal
Thu, Sep 11 - Tue, Sep 16
Hawaiian Airlines Logo
6:00 am - 11:16 amORD-MFR
7h 16m1 stop
Hawaiian Airlines Logo
7:44 pm - 6:24 amMFR-ORD
8h 40m1 stop
$310Hawaiian Airlines
Find Deal
Wed, Oct 15 - Sun, Oct 19
Hawaiian Airlines Logo
8:00 am - 2:35 pmORD-MFR
8h 35m1 stop
Hawaiian Airlines Logo
1:32 pm - 10:07 pmMFR-ORD
6h 35m1 stop
$312Hawaiian Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
Alaska Airlines Logo
8:20 am - 7:56 pmORD-MFR
13h 36m2 stops
Alaska Airlines Logo
7:44 pm - 6:24 amMFR-ORD
8h 40m1 stop
$321Alaska Airlines
Find Deal
Wed, Oct 15 - Sun, Oct 19
Logo
6:05 pm - 3:07 pmORD-MFR
23h 02m2 stops
Logo
4:37 pm - 11:51 amMFR-ORD
17h 14m1 stop
$332
Find Deal
Fri, Sep 19 - Sun, Sep 21
Delta Logo
6:15 am - 3:34 pmORD-MFR
11h 19m2 stops
Delta Logo
6:15 am - 5:20 pmMFR-ORD
9h 05m1 stop
$344Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
United Airlines Logo
1:00 pm - 10:30 pmORD-MFR
11h 30m2 stops
United Airlines Logo
6:36 pm - 5:00 amMFR-ORD
8h 24m1 stop
$574United Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30

Delta flights from Chicago to Medford

Our best Delta deals on Chicago to Medford flight tickets
Delta
Sep 20
ORD2:25 pmChicago O'Hare Intl
9h 03m
1 stop
MFR9:28 pmMedford
Sep 27
MFR6:15 amMedford
9h 05m
1 stop
ORD5:20 pmChicago O'Hare Intl
$279
Find similar
Delta
Sep 20
ORD6:15 amChicago O'Hare Intl
11h 19m
2 stops
MFR3:34 pmMedford
Sep 27
MFR6:15 amMedford
9h 05m
1 stop
ORD5:20 pmChicago O'Hare Intl
$344
Find similar
Delta
Nov 27
ORD2:15 pmChicago O'Hare Intl
6h 44m
1 stop
MFR6:59 pmMedford
Nov 30
MFR6:05 amMedford
15h 42m
1 stop
ORD11:47 pmChicago O'Hare Intl
$351
Find similar

Alaska Airlines flights from Chicago to Medford

Our best Alaska Airlines deals on Chicago to Medford flight tickets
Alaska Airlines
Sep 11
ORD1:01 pmChicago O'Hare Intl
13h 32m
1 stop
MFR12:33 amMedford
Sep 16
MFR1:32 pmMedford
8h 31m
1 stop
ORD12:03 amChicago O'Hare Intl
$283
Find similar
Alaska Airlines
Sep 19
ORD2:07 pmChicago O'Hare Intl
6h 30m
1 stop
MFR6:37 pmMedford
Sep 21
MFR12:39 pmMedford
14h 21m
1 stop
ORD5:00 amChicago O'Hare Intl
$287
Find similar
Alaska Airlines
Oct 15
ORD8:20 amChicago O'Hare Intl
13h 36m
2 stops
MFR7:56 pmMedford
Oct 19
MFR7:44 pmMedford
8h 40m
1 stop
ORD6:24 amChicago O'Hare Intl
$321
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated August 21, 2025.
Use the filters below to find and compare flights from Chicago to Medford that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 9/20

2:25 pm-9:28 pm

1 stop9h 03m

Medford

Sat 9/27

6:15 am-5:20 pm

1 stop9h 05m

$279

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/11

1:01 pm-12:33 am

1 stop13h 32m

Medford

Tue 9/16

1:32 pm-12:03 am

1 stop8h 31m

$283

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 9/19

2:07 pm-6:37 pm

1 stop6h 30m

Medford

Sun 9/21

12:39 pm-5:00 am

1 stop14h 21m

$287

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 9/11

6:20 am-11:25 am

1 stop7h 05m

Medford

Tue 9/16

1:32 pm-12:03 am

1 stop8h 31m

$308

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

$310

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 9/26

8:00 am-2:35 pm

1 stop8h 35m

Medford

Mon 9/29

1:32 pm-10:07 pm

1 stop6h 35m

$312

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 10/15

8:20 am-7:56 pm

2 stops13h 36m

Medford

Sun 10/19

7:44 pm-6:24 am

1 stop8h 40m

$321

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 9/19

6:05 pm-3:07 pm

2 stops23h 02m

Medford

Sun 9/21

4:37 pm-11:51 am

1 stop17h 14m

$332

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sat 9/20

6:15 am-3:34 pm

2 stops11h 19m

Medford

Sat 9/27

6:15 am-5:20 pm

1 stop9h 05m

$344

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 11/26

1:00 pm-10:30 pm

2 stops11h 30m

Medford

Sun 11/30

6:36 pm-5:00 am

1 stop8h 24m

$574

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Medford from

How to get the cheapest flight ticket from Chicago to Medford

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Medford?

The month of February is, on average, the cheapest month to fly to Medford from Chicago, with most prices found around $313. If you don’t want to visit Medford in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $326.

What is the cheapest day to depart on your flight to Medford?

The cheapest day to depart from Chicago to Medford is on a Wednesday when prices can be found for as low as $368. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $518. These prices are subject to change though, so be sure to set up a Price Alert for flights to Medford.

What is the cheapest time of day to depart on your flight to Medford?

In the morning is the cheapest time of day to fly from Chicago to Medford when you can find flight prices for as low as $436. Flying to Medford in the morning is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $557.

How have Chicago to Medford flight prices changed over time?

As of August 2025, prices for Chicago to Medford flights are approximately 21% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Medford

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Medford according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Medford (CHI to MFR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Medford

Direct flights

None
There are no direct flights from Chicago to Medford. There are no popular flight routes from Chicago to Medford.
Search flight deals

  • How far is Chicago to Medford by plane?

    A flight from Chicago to Medford will travel around 1792.9 mi. Typically, this will take 6h 30m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Medford Airport?

    Prices for flights from Chicago to Medford Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Medford Airport?

  • How old do you have to be to fly from Chicago to Medford Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Medford Airport.

  • What documentation or ID do you need to fly to Medford Airport?

    The required travel and health documents for your Medford Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Medford Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Medford?

Best airlines flying from Chicago to Medford

Compare and see reviews for airlines that fly from Chicago to Medford with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $187Free CancellationRating
7.8
2,672 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $297Free CancellationRating
7.9
7,981 reviews
Search Delta flights
Alaska AirlinesPriceFrom $308Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $348Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights

Traveling to a place near Medford?

Book flights to Medford if you plan to visit one of these locations
Grants Pass
Ashland
Yreka
Canyonville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Medford?

It is quick and easy to find Chicago to Medford flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Medford that suits you.

Can I find flights from Chicago to Medford with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Medford from Chicago with this policy.

How can momondo help me find flights from Chicago to Medford?

momondo helps you find the best flight between Chicago and Medford by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Medford right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Medford now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Medford and let you know when they change.

An easier way to manage your Medford trip

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