Which layover airport has the shortest connection time from Chicago to Medford?

Portland (PDX) has the shortest average layover time for this route: 1h 17m.

What is the cheapest airline that flies from Chicago to Medford?

Alaska Airlines and Delta are the most popular carriers operating from Chicago to Medford

What airlines fly to Medford?

Alaska Airlines, Delta and United Airlines are the top three most popular airlines that fly to Medford from Chicago according to our data. Alaska Airlines is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Medford. Keep in mind that there are 3 different airlines that fly to Medford on a routine basis, so you have a few additional options to choose from.

Which layover airport offers the lowest fares from Chicago to Medford?

Flights via Portland (PDX) offer the lowest average round-trip price of $439.

Which layover airport has the shortest travel time from Chicago to Medford?

Flights connecting via Portland (PDX) have the shortest average one-way travel time: 6h 47m.

Which airport is the most popular layover for flights between Chicago and Medford?

Portland (PDX) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

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?

The number of operators available for flights from Chicago to Medford Airport is 3 as of September 2026.

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.

$222 Cheap Flights from Chicago to Medford in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Medford

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:30 am - 2:36 pmORD Chicago O'Hare Intl-MFR Medford

7h 06m1 stop Seattle/Tacoma Intl

7:00 am - 11:59 pmMFR Medford-ORD Chicago O'Hare Intl

14h 59m2 stops Los Angeles Seattle/Tacoma Intl

$433Alaska Airlines

Wed, Nov 18 - Tue, Jan 5

6:21 am - 8:36 pmORD Chicago O'Hare Intl-MFR Medford

16h 15m1 stop Las Vegas Harry Reid Intl

7:59 pm - 6:02 amMFR Medford-ORD Chicago O'Hare Intl

32h 03m2 stops Las Vegas Harry Reid Intl Los Angeles

$433Multiple Airlines

Thu, Dec 10 - Sun, Dec 20

6:40 am - 12:51 pmORD Chicago O'Hare Intl-MFR Medford

8h 11m1 stop Seattle/Tacoma Intl

1:25 pm - 9:53 pmMFR Medford-ORD Chicago O'Hare Intl

6h 28m1 stop Salt Lake City

$443Delta

Sat, Dec 12 - Sat, Jan 9

7:18 pm - 12:02 amORD Chicago O'Hare Intl-MFR Medford

6h 44m1 stop Salt Lake City

12:31 pm - 11:57 pmMFR Medford-ORD Chicago O'Hare Intl

9h 26m1 stop Seattle/Tacoma Intl

$443Delta

Wed, Dec 9 - Tue, Dec 15

7:20 am - 2:48 pmORD Chicago O'Hare Intl-MFR Medford

9h 28m1 stop San Diego

1:25 pm - 11:59 pmMFR Medford-ORD Chicago O'Hare Intl

8h 34m1 stop Seattle/Tacoma Intl

$443Alaska Airlines

Wed, Nov 18 - Tue, Jan 5

9:00 am - 5:18 pmORD Chicago O'Hare Intl-MFR Medford

10h 18m1 stop Seattle/Tacoma Intl

5:48 am - 4:31 pmMFR Medford-ORD Chicago O'Hare Intl

8h 43m1 stop Seattle/Tacoma Intl

$443Alaska Airlines

Tue, Dec 8 - Wed, Dec 16

6:21 am - 8:36 pmORD Chicago O'Hare Intl-MFR Medford

16h 15m1 stop Las Vegas Harry Reid Intl

7:59 pm - 5:06 amMFR Medford-ORD Chicago O'Hare Intl

7h 07m1 stop Las Vegas Harry Reid Intl

$464Multiple Airlines

Thu, Dec 10 - Sun, Dec 20

6:00 am - 1:02 pmORD Chicago O'Hare Intl-MFR Medford

9h 02m1 stop Denver Intl

2:08 pm - 11:00 pmMFR Medford-ORD Chicago O'Hare Intl

6h 52m1 stop San Francisco

$545United Airlines

Sat, Oct 10 - Wed, Oct 14

6:00 am - 1:02 pmORD Chicago O'Hare Intl-MFR Medford

9h 02m1 stop Denver Intl

6:00 am - 2:50 pmMFR Medford-ORD Chicago O'Hare Intl

6h 50m1 stop San Francisco

$545United Airlines

Tue, Oct 13 - Sat, Oct 17

6:48 am - 12:52 pmORD Chicago O'Hare Intl-MFR Medford

8h 04m1 stop Phoenix Sky Harbor Intl

5:16 am - 2:33 pmMFR Medford-ORD Chicago O'Hare Intl

7h 17m1 stop Phoenix Sky Harbor Intl

$545American Airlines

Tue, Oct 20 - Sat, Oct 24

Cheap last minute flights

Enter your travel dates to find the best prices.

1:21 pm - 3:59 pmORD Chicago O'Hare Intl-MFR Medford

28h 38m1 stop Las Vegas Harry Reid Intl

2:39 pm - 6:34 amMFR Medford-ORD Chicago O'Hare Intl

37h 55m2 stops Las Vegas Harry Reid Intl Los Angeles

$469Multiple Airlines

Wed, Sep 30 - Sun, Oct 18

7:32 pm - 8:07 pmORD Chicago O'Hare Intl-MFR Medford

26h 35m1 stop Las Vegas Harry Reid Intl

2:39 pm - 6:34 amMFR Medford-ORD Chicago O'Hare Intl

37h 55m2 stops Las Vegas Harry Reid Intl Los Angeles

$479Multiple Airlines

Sat, Oct 3 - Sun, Oct 18

1:21 pm - 3:59 pmORD Chicago O'Hare Intl-MFR Medford

28h 38m1 stop Las Vegas Harry Reid Intl

2:39 pm - 6:34 amMFR Medford-ORD Chicago O'Hare Intl

37h 55m2 stops Las Vegas Harry Reid Intl Los Angeles

$497Multiple Airlines

Wed, Sep 30 - Sun, Oct 18

1:03 pm - 6:21 pmORD Chicago O'Hare Intl-MFR Medford

7h 18m1 stop Seattle/Tacoma Intl

8:17 am - 6:53 pmMFR Medford-ORD Chicago O'Hare Intl

8h 36m1 stop San Diego

$545Alaska Airlines

Wed, Sep 30 - Wed, Oct 14

1:03 pm - 6:21 pmORD Chicago O'Hare Intl-MFR Medford

7h 18m1 stop Seattle/Tacoma Intl

8:17 am - 6:53 pmMFR Medford-ORD Chicago O'Hare Intl

8h 36m1 stop San Diego

$545Alaska Airlines

Wed, Sep 30 - Sat, Oct 17

7:00 am - 12:46 pmORD Chicago O'Hare Intl-MFR Medford

7h 46m1 stop Seattle/Tacoma Intl

1:20 pm - 10:05 pmMFR Medford-ORD Chicago O'Hare Intl

6h 45m1 stop Salt Lake City

$545Delta

Sat, Oct 3 - Tue, Oct 13

1:03 pm - 6:21 pmORD Chicago O'Hare Intl-MFR Medford

7h 18m1 stop Seattle/Tacoma Intl

8:17 am - 6:53 pmMFR Medford-ORD Chicago O'Hare Intl

8h 36m1 stop San Diego

$545Alaska Airlines

Wed, Sep 30 - Tue, Oct 13

2:05 pm - 11:17 pmORD Chicago O'Hare Intl-MFR Medford

11h 12m2 stops Salt Lake City Seattle/Tacoma Intl

12:20 pm - 11:34 pmMFR Medford-ORD Chicago O'Hare Intl

9h 14m1 stop Seattle/Tacoma Intl

$550Delta

Sat, Oct 3 - Tue, Oct 13

4:20 pm - 9:14 pmORD Chicago O'Hare Intl-MFR Medford

6h 54m1 stop Denver Intl

1:01 pm - 9:52 pmMFR Medford-ORD Chicago O'Hare Intl

6h 51m1 stop Denver Intl

$600United Airlines

Thu, Oct 1 - Sat, Oct 3

4:40 pm - 10:46 pmORD Chicago O'Hare Intl-MFR Medford

8h 06m1 stop San Francisco

1:01 pm - 9:52 pmMFR Medford-ORD Chicago O'Hare Intl

6h 51m1 stop Denver Intl

$655United Airlines

Thu, Oct 1 - Sun, Oct 4

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Delta flights from Chicago to Medford

Our best Delta deals on Chicago to Medford flight tickets

Delta

Dec 12

ORD12:32 pmChicago O'Hare Intl

11h 44m

2 stops

MFR10:16 pmMedford

Jan 9

MFR12:25 pmMedford

9h 21m

1 stop

ORD11:46 pmChicago O'Hare Intl

$448

Delta

Dec 8

ORD6:20 amChicago O'Hare Intl

8h 31m

2 stops

MFR12:51 pmMedford

Dec 16

MFR6:10 amMedford

13h 46m

2 stops

ORD9:56 pmChicago O'Hare Intl

$453

Delta

Dec 12

ORD3:47 pmChicago O'Hare Intl

8h 29m

2 stops

MFR10:16 pmMedford

Jan 9

MFR5:55 amMedford

8h 54m

2 stops

ORD4:49 pmChicago O'Hare Intl

$454

American Airlines flights from Chicago to Medford

Our best American Airlines deals on Chicago to Medford flight tickets

American Airlines

Dec 8

ORD8:29 amChicago O'Hare Intl

10h 16m

2 stops

MFR4:45 pmMedford

Dec 18

MFR1:30 pmMedford

8h 00m

1 stop

ORD11:30 pmChicago O'Hare Intl

$626

American Airlines

Dec 10

ORD1:44 pmChicago O'Hare Intl

11h 37m

2 stops

MFR11:21 pmMedford

Dec 15

MFR5:04 amMedford

11h 19m

2 stops

ORD6:23 pmChicago O'Hare Intl

$682

American Airlines

Dec 10

ORD3:00 pmChicago O'Hare Intl

10h 21m

2 stops

MFR11:21 pmMedford

Dec 18

MFR1:30 pmMedford

8h 00m

1 stop

ORD11:30 pmChicago O'Hare Intl

$684

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Wed 11/18

9:30 am-2:36 pm

1 stop7h 06m

Medford

Tue 1/5

7:00 am-11:59 pm

2 stops14h 59m

$433

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Thu 12/10

6:21 am-8:36 pm

1 stop16h 15m

Medford

Sun 12/20

7:59 pm-6:02 am

2 stops32h 03m

$433

Quickest round-trip

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Sat 12/12

6:40 am-12:51 pm

1 stop8h 11m

Medford

Sat 1/9

1:25 pm-9:53 pm

1 stop6h 28m

$443

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Wed 12/9

7:18 pm-12:02 am

1 stop6h 44m

Medford

Tue 12/15

12:31 pm-11:57 pm

1 stop9h 26m

$443

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Wed 11/18

7:20 am-2:48 pm

1 stop9h 28m

Medford

Tue 1/5

1:25 pm-11:59 pm

1 stop8h 34m

$443

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Tue 12/8

9:00 am-5:18 pm

1 stop10h 18m

Medford

Wed 12/16

5:48 am-4:31 pm

1 stop8h 43m

$443

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Thu 12/10

6:21 am-8:36 pm

1 stop16h 15m

Medford

Sun 12/20

7:59 pm-5:06 am

1 stop7h 07m

$464

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Sat 10/10

6:00 am-1:02 pm

1 stop9h 02m

Medford

Wed 10/14

2:08 pm-11:00 pm

1 stop6h 52m

$545

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Tue 10/13

6:00 am-1:02 pm

1 stop9h 02m

Medford

Sat 10/17

6:00 am-2:50 pm

1 stop6h 50m

$545

ChicagoMedford

ORD Chicago O'Hare Intl - MFR Medford

ORDMFR

Chicago O'Hare Intl

Tue 10/20

6:48 am-12:52 pm

1 stop8h 04m

Medford

Sat 10/24

5:16 am-2:33 pm

1 stop7h 17m

$545

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

What is the cheapest month to fly to Medford?

The month of April is, on average, the cheapest month to fly to Medford from Chicago, with most prices found around $0. If you don’t want to visit Medford in April, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $320.

Can stopping save me money on Chicago to Medford flights?

You could potentially save up to 53% on your flight if you consider stops on a Chicago to Medford flight.

How have Chicago to Medford flight prices changed over time?

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

Best Price Found	$222
Fastest flight time	6h 20m
Direct flights	None

The best one-way flight to Medford from Chicago in the past 72 hours is $222. The best round-trip flight deal from Chicago to Medford found on momondo in the last 72 hours is $433.

The fastest flight from Chicago to Medford takes 6h 20m

There are no direct flights from Chicago to Medford. There are no popular flight routes from Chicago to Medford.

Search flight deals

Frequently asked questions about flying from Chicago to Medford

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 20m 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?
The number of operators available for flights from Chicago to Medford Airport is 3 as of September 2026.
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?
momondo data reveals that the most frequently booked airline on the route from Chicago to Medford is Alaska Airlines, representing 37% of all bookings. The subsequent popular airlines are United Airlines at 34% and Delta at 29%.

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
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,611 reviews	Search Delta flights
Alaska Airlines	PriceFrom $298	Free Cancellation	Rating 7.9 12,993 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $351	Free Cancellation	Rating 7.4 10,260 reviews	Search United Airlines flights

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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Cheap flights from Chicago to Medford from $222

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 11/18. 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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Delta flights from Chicago to Medford

Our best Delta deals on Chicago to Medford flight tickets

American Airlines flights from Chicago to Medford

Our best American Airlines deals on Chicago to Medford flight tickets

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See travel insights to Medford from

How to get the cheapest flight ticket from Chicago to Medford

What is the cheapest month to fly to Medford?

Can stopping save me money on Chicago to Medford flights?

How have Chicago to Medford flight prices changed over time?

What is the cheapest airline that flies from Chicago to Medford?

What airlines fly to Medford?

Which airport is the most popular layover for flights between Chicago and Medford?

Which layover airport offers the lowest fares from Chicago to Medford?

Which layover airport has the shortest travel time from Chicago to Medford?

Which layover airport has the shortest connection time from Chicago to Medford?

When to book flights from Chicago to Medford

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Traveling to a place near Medford?

Why use momondo?

An easier way to manage your Medford trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Oregon

Fly your favorite airline to Medford

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Medford

List of cabin classes available on flights landing in Medford. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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