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Cheap flights from Chicago to Medford from $145

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 12/16. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
2:20 pm - 11:18 amORD-MFR
22h 58m1 stop
Delta Logo
12:05 pm - 11:53 pmMFR-ORD
9h 48m1 stop
$265Delta
Find Deal
Wed, Jan 14 - Mon, Jan 19
Delta Logo
7:20 am - 4:40 pmORD-MFR
11h 20m2 stops
Delta Logo
12:05 pm - 11:53 pmMFR-ORD
9h 48m1 stop
$277Delta
Find Deal
Wed, Jan 14 - Mon, Jan 19
Delta Logo
2:20 pm - 10:59 pmORD-MFR
10h 39m1 stop
Delta Logo
5:20 pm - 9:41 amMFR-ORD
14h 21m2 stops
$280Delta
Find Deal
Thu, Jan 15 - Mon, Jan 19
Delta Logo
1:49 pm - 10:57 pmMDW-MFR
11h 08m2 stops
Delta Logo
5:20 pm - 8:52 amMFR-MDW
13h 32m2 stops
$292Delta
Find Deal
Wed, Jan 14 - Mon, Jan 19
Delta Logo
7:20 am - 4:40 pmORD-MFR
11h 20m2 stops
Delta Logo
5:20 pm - 9:41 amMFR-ORD
14h 21m2 stops
$292Delta
Find Deal
Wed, Jan 14 - Mon, Jan 19
United Airlines Logo
6:47 am - 12:14 pmORD-MFR
7h 27m1 stop
United Airlines Logo
6:25 pm - 5:44 amMFR-ORD
9h 19m1 stop
$294United Airlines
Find Deal
Thu, Jan 29 - Sun, Feb 1
Alaska Airlines Logo
6:06 pm - 5:02 pmORD-MFR
24h 56m1 stop
Alaska Airlines Logo
5:42 am - 11:50 pmMFR-ORD
16h 08m1 stop
$304Alaska Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
Alaska Airlines Logo
6:06 pm - 11:57 amORD-MFR
19h 51m2 stops
Alaska Airlines Logo
1:22 pm - 2:38 pmMFR-ORD
23h 16m1 stop
$310Alaska Airlines
Find Deal
Thu, Jan 29 - Sun, Feb 1
Delta Logo
7:20 am - 12:01 pmORD-MFR
6h 41m1 stop
Delta Logo
5:00 am - 4:57 pmMFR-ORD
9h 57m2 stops
$312Delta
Find Deal
Wed, Dec 3 - Wed, Dec 17
Alaska Airlines Logo
8:00 am - 4:08 pmORD-MFR
10h 08m2 stops
Alaska Airlines Logo
1:22 pm - 1:10 pmMFR-ORD
21h 48m2 stops
$315Alaska Airlines
Find Deal
Fri, Jan 30 - Sun, Feb 1

Delta flights from Chicago to Medford

Our best Delta deals on Chicago to Medford flight tickets
Delta
Jan 14
ORD2:20 pmChicago O'Hare Intl
22h 58m
1 stop
MFR11:18 amMedford
Jan 19
MFR12:05 pmMedford
9h 48m
1 stop
ORD11:53 pmChicago O'Hare Intl
$265
Find similar
Delta
Jan 14
ORD7:20 amChicago O'Hare Intl
11h 20m
2 stops
MFR4:40 pmMedford
Jan 19
MFR12:05 pmMedford
9h 48m
1 stop
ORD11:53 pmChicago O'Hare Intl
$277
Find similar
Delta
Jan 15
ORD2:20 pmChicago O'Hare Intl
10h 39m
1 stop
MFR10:59 pmMedford
Jan 19
MFR5:20 pmMedford
14h 21m
2 stops
ORD9:41 amChicago O'Hare Intl
$280
Find similar

United Airlines flights from Chicago to Medford

Our best United Airlines deals on Chicago to Medford flight tickets
United Airlines
Jan 29
ORD4:16 pmChicago O'Hare Intl
8h 43m
1 stop
MFR10:59 pmMedford
Feb 1
MFR2:00 pmMedford
7h 14m
1 stop
ORD11:14 pmChicago O'Hare Intl
$294
Find similar
United Airlines
Apr 8
ORD4:20 pmChicago O'Hare Intl
8h 49m
1 stop
MFR11:09 pmMedford
Apr 13
MFR2:03 pmMedford
8h 51m
2 stops
ORD12:54 amChicago O'Hare Intl
$402
Find similar
United Airlines
Apr 10
ORD2:50 pmChicago O'Hare Intl
8h 36m
1 stop
MFR9:26 pmMedford
Apr 12
MFR2:03 pmMedford
8h 51m
2 stops
ORD12:54 amChicago O'Hare Intl
$430
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 November 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

Wed 1/14

2:20 pm-11:18 am

1 stop22h 58m

Medford

Mon 1/19

12:05 pm-11:53 pm

1 stop9h 48m

$265

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 1/14

7:20 am-4:40 pm

2 stops11h 20m

Medford

Mon 1/19

12:05 pm-11:53 pm

1 stop9h 48m

$277

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 1/15

2:20 pm-10:59 pm

1 stop10h 39m

Medford

Mon 1/19

5:20 pm-9:41 am

2 stops14h 21m

$280

ChicagoMedford

MDW - MFR

MDWMFR

Chicago Midway

Wed 1/14

1:49 pm-10:57 pm

2 stops11h 08m

Medford

Mon 1/19

5:20 pm-8:52 am

2 stops13h 32m

$292

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 1/14

7:20 am-4:40 pm

2 stops11h 20m

Medford

Mon 1/19

5:20 pm-9:41 am

2 stops14h 21m

$292

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 1/29

6:47 am-12:14 pm

1 stop7h 27m

Medford

Sun 2/1

6:25 pm-5:44 am

1 stop9h 19m

$294

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Sun 2/1

6:06 pm-5:02 pm

1 stop24h 56m

Medford

Sun 2/8

5:42 am-11:50 pm

1 stop16h 08m

$304

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Thu 1/29

6:06 pm-11:57 am

2 stops19h 51m

Medford

Sun 2/1

1:22 pm-2:38 pm

1 stop23h 16m

$310

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Wed 12/3

7:20 am-12:01 pm

1 stop6h 41m

Medford

Wed 12/17

5:00 am-4:57 pm

2 stops9h 57m

$312

ChicagoMedford

ORD - MFR

ORDMFR

Chicago O'Hare Intl

Fri 1/30

8:00 am-4:08 pm

2 stops10h 08m

Medford

Sun 2/1

1:22 pm-1:10 pm

2 stops21h 48m

$315

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 September is, on average, the cheapest month to fly to Medford from Chicago, with most prices found around $282. If you don’t want to visit Medford in September, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $313.

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 November 2025, prices for Chicago to Medford flights are approximately 17% more expensive 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.
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  • 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 34m 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
2,811 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $297Free CancellationRating
7.9
8,002 reviews
Search Delta flights
Alaska AirlinesPriceFrom $298Free CancellationRating
8.0
11,326 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $348Free CancellationRating
7.4
9,029 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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