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

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

What airlines fly to Chicago?

Delta, Alaska Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Medford according to our data. Delta is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Medford Airport to Chicago refresh daily.

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

There are 4 operators available for flights from Medford Airport to Chicago as of October 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Medford Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$245 Cheap Flights from Medford to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Medford to Chicago

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:36 pm - 10:08 pmMFR Medford-ORD Chicago O'Hare Intl

7h 32m1 stop San Diego

6:57 pm - 11:59 pmORD Chicago O'Hare Intl-MFR Medford

7h 02m1 stop Seattle/Tacoma Intl

$463Alaska Airlines

Sat, Jan 23 - Wed, Jan 27

5:02 am - 1:13 pmMFR Medford-ORD Chicago O'Hare Intl

6h 11m1 stop Portland

2:11 pm - 6:49 pmORD Chicago O'Hare Intl-MFR Medford

6h 38m1 stop Portland

$463Alaska Airlines

Sat, Jan 23 - Wed, Jan 27

1:34 pm - 9:47 pmMFR Medford-ORD Chicago O'Hare Intl

6h 13m1 stop Salt Lake City

5:55 pm - 11:27 pmORD Chicago O'Hare Intl-MFR Medford

7h 32m1 stop Seattle/Tacoma Intl

$463Delta

Sat, Nov 14 - Sat, Nov 21

5:15 am - 4:41 pmMFR Medford-ORD Chicago O'Hare Intl

9h 26m2 stops Salt Lake City Minneapolis St Paul

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

8h 11m1 stop Seattle/Tacoma Intl

$468Delta

Sat, Nov 14 - Sat, Nov 21

5:15 am - 4:41 pmMFR Medford-ORD Chicago O'Hare Intl

9h 26m2 stops Salt Lake City Minneapolis St Paul

3:47 pm - 11:27 pmORD Chicago O'Hare Intl-MFR Medford

9h 40m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$473Delta

Sat, Nov 14 - Sat, Nov 21

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

8h 34m1 stop Seattle/Tacoma Intl

2:11 pm - 5:02 pmORD Chicago O'Hare Intl-MFR Medford

28h 51m2 stops Portland Seattle/Tacoma Intl

$485Alaska Airlines

Tue, Jan 5 - Fri, Jan 8

5:16 am - 4:09 pmMFR Medford-ORD Chicago O'Hare Intl

8h 53m1 stop Phoenix Sky Harbor Intl

10:10 am - 4:45 pmORD Chicago O'Hare Intl-MFR Medford

8h 35m1 stop Phoenix Sky Harbor Intl

$559American Airlines

Sat, Oct 31 - Wed, Nov 4

1:00 pm - 9:30 pmMFR Medford-ORD Chicago O'Hare Intl

6h 30m1 stop Denver Intl

8:40 am - 1:10 pmORD Chicago O'Hare Intl-MFR Medford

6h 30m1 stop Denver Intl

$565United Airlines

Tue, Nov 3 - Sat, Nov 7

1:00 pm - 9:30 pmMFR Medford-ORD Chicago O'Hare Intl

6h 30m1 stop Denver Intl

12:42 pm - 6:09 pmORD Chicago O'Hare Intl-MFR Medford

7h 27m1 stop San Francisco

$565United Airlines

Sat, Oct 31 - Wed, Nov 4

1:34 pm - 5:13 amMFR Medford-ORD Chicago O'Hare Intl

13h 39m1 stop Las Vegas Harry Reid Intl

6:30 am - 7:51 pmORD Chicago O'Hare Intl-MFR Medford

15h 21m2 stops Denver Intl Santa Ana J. Wayne/Orange Cnty

$611Multiple Airlines

Thu, Oct 29 - Mon, Nov 2

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Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets

Alaska Airlines

Jan 23

MFR12:36 pmMedford

7h 32m

1 stop

ORD10:08 pmChicago O'Hare Intl

Jan 27

ORD6:57 pmChicago O'Hare Intl

7h 02m

1 stop

MFR11:59 pmMedford

$463

Alaska Airlines

Jan 5

MFR1:25 pmMedford

8h 34m

1 stop

ORD11:59 pmChicago O'Hare Intl

Jan 8

ORD2:11 pmChicago O'Hare Intl

28h 51m

2 stops

MFR5:02 pmMedford

$485

Alaska Airlines

Jan 5

MFR1:25 pmMedford

8h 34m

1 stop

ORD11:59 pmChicago O'Hare Intl

Jan 8

ORD2:11 pmChicago O'Hare Intl

23h 45m

1 stop

MFR11:56 amMedford

$490

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets

Delta

Nov 14

MFR5:15 amMedford

9h 26m

2 stops

ORD4:41 pmChicago O'Hare Intl

Nov 21

ORD6:40 amChicago O'Hare Intl

8h 11m

1 stop

MFR12:51 pmMedford

$468

Delta

Nov 14

MFR5:15 amMedford

9h 26m

2 stops

ORD4:41 pmChicago O'Hare Intl

Nov 21

ORD3:47 pmChicago O'Hare Intl

9h 40m

2 stops

MFR11:27 pmMedford

$473

Delta

Jan 5

MFR5:55 amMedford

8h 54m

2 stops

ORD4:49 pmChicago O'Hare Intl

Jan 8

ORD6:00 amChicago O'Hare Intl

8h 36m

2 stops

MFR12:36 pmMedford

$531

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 1/23

12:36 pm-10:08 pm

1 stop7h 32m

Chicago O'Hare Intl

Wed 1/27

6:57 pm-11:59 pm

1 stop7h 02m

$463

Quickest round-trip

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 1/23

5:02 am-1:13 pm

1 stop6h 11m

Chicago O'Hare Intl

Wed 1/27

2:11 pm-6:49 pm

1 stop6h 38m

$463

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 11/14

1:34 pm-9:47 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 11/21

5:55 pm-11:27 pm

1 stop7h 32m

$463

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 11/14

5:15 am-4:41 pm

2 stops9h 26m

Chicago O'Hare Intl

Sat 11/21

6:40 am-12:51 pm

1 stop8h 11m

$468

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 11/14

5:15 am-4:41 pm

2 stops9h 26m

Chicago O'Hare Intl

Sat 11/21

3:47 pm-11:27 pm

2 stops9h 40m

$473

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Tue 1/5

1:25 pm-11:59 pm

1 stop8h 34m

Chicago O'Hare Intl

Fri 1/8

2:11 pm-5:02 pm

2 stops28h 51m

$485

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 10/31

5:16 am-4:09 pm

1 stop8h 53m

Chicago O'Hare Intl

Wed 11/4

10:10 am-4:45 pm

1 stop8h 35m

$559

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Tue 11/3

1:00 pm-9:30 pm

1 stop6h 30m

Chicago O'Hare Intl

Sat 11/7

8:40 am-1:10 pm

1 stop6h 30m

$565

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 10/31

1:00 pm-9:30 pm

1 stop6h 30m

Chicago O'Hare Intl

Wed 11/4

12:42 pm-6:09 pm

1 stop7h 27m

$565

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Thu 10/29

1:34 pm-5:13 am

1 stop13h 39m

Chicago O'Hare Intl

Mon 11/2

6:30 am-7:51 pm

2 stops15h 21m

$611

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 Medford to Chicago

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

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Medford, with most prices found around $418. If you’re not able to fly to Chicago in November, then December is your next best option. Flight prices from Medford to Chicago during December average around $483.

What is the cheapest Medford to Chicago flight route?

Fly from Medford to Chicago O'Hare Intl for the best Medford - Chicago flight prices

What cabin class options are available on Medford to Chicago flights?

There is only 1 cabin class available to choose from on Medford to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Medford to Chicago flights?

You could potentially save up to 15% on your flight if you consider stops on a Medford to Chicago flight.

How have Medford to Chicago flight prices changed over time?

When to book flights from Medford to Chicago

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

Estimated round-trip price

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

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

Best Price Found	$245
Fastest flight time	5h 52m
Direct flights	None

The best one-way flight to Chicago from Medford in the past 72 hours is $245. The best round-trip flight deal from Medford to Chicago found on momondo in the last 72 hours is $463.

The fastest flight from Medford to Chicago takes 5h 52m

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

Search flight deals

Frequently asked questions about flying from Medford to Chicago

How far is Medford to Chicago by plane?
Medford and Chicago are 1792.9 mi apart from one another. Flights usually cover this in 5h 52m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Medford Airport to Chicago?
Prices for flights from Medford Airport to Chicago refresh daily.
How many operators does momondo search for flights from Medford Airport to Chicago?
There are 4 operators available for flights from Medford Airport to Chicago as of October 2026.
How old do you have to be to fly from Medford Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Medford Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Medford to Chicago?
Based on momondo bookings for flights between Medford and Chicago, the leading airline is Alaska Airlines, making up 57% of the total bookings. Other popular airlines include United Airlines with 23% and Delta with 20%.

Best airlines flying from Medford to Chicago

Compare and see reviews for airlines that fly from Medford to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $273	Free Cancellation	Rating 7.8 8,652 reviews	Search Delta flights
United Airlines	PriceFrom $302	Free Cancellation	Rating 7.3 10,389 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $368	Free Cancellation	Rating 7.9 13,086 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $412	Free Cancellation	Rating 7.0 12,173 reviews	Search American Airlines flights

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Benton Harbor

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Medford.

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

Yes. All flights to Chicago from Medford on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Medford and Chicago 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 Medford to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Medford and alert you when they change.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Medford to Chicago from $245

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Medford to Chicago departing on 11/1. 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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Cheap round-trip flights

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Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Medford to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Medford to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest Medford to Chicago flight route?

What cabin class options are available on Medford to Chicago flights?

Can stopping save me money on Medford to Chicago flights?

How have Medford to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

When to book flights from Medford to Chicago

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Medford to Chicago

Best airlines flying from Medford to Chicago

Compare and see reviews for airlines that fly from Medford to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago 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

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

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

Cabin classes currently available on flights to Chicago

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

Popular cities in the United States

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

Fly to other destinations from Medford

According to popular flight searches on momondo this year

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