What airlines fly to Chicago?

Alaska Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Medford according to our data. Alaska Airlines is the first choice among our users, with 44% 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 January 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.

$237 Cheap Flights from Medford to Chicago in 2026

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Find the cheapest flights from Medford to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:02 pm - 12:51 am

MFR

ORD

8h 49m

1 stop

5:00 am - 1:32 pm

ORD

MFR

10h 32m

1 stop

$237American Airlines

Wed, Feb 25 - Wed, Mar 4

1:00 pm - 9:52 pm

MFR

ORD

6h 52m

1 stop

2:05 pm - 11:56 pm

ORD

MFR

11h 51m

2 stops

$273Delta

Wed, Feb 25 - Wed, Mar 4

1:41 pm - 11:56 pm

MFR

ORD

8h 15m

1 stop

2:07 pm - 7:48 pm

ORD

MFR

7h 41m

1 stop

$274Alaska Airlines

Thu, Feb 19 - Sat, Feb 21

11:30 am - 9:52 pm

MFR

ORD

8h 22m

2 stops

2:05 pm - 11:56 pm

ORD

MFR

11h 51m

2 stops

$279Delta

Wed, Feb 25 - Wed, Mar 4

6:55 am - 9:52 pm

MFR

ORD

12h 57m

2 stops

2:05 pm - 11:56 pm

ORD

MFR

11h 51m

2 stops

$285Delta

Sat, Feb 28 - Sun, Mar 1

12:25 pm - 11:47 pm

MFR

ORD

9h 22m

1 stop

5:00 pm - 10:41 pm

ORD

MFR

7h 41m

1 stop

$305Delta

Tue, May 19 - Sat, May 23

6:00 am - 4:39 pm

MFR

ORD

8h 39m

1 stop

7:12 pm - 11:52 pm

ORD

MFR

6h 40m

1 stop

$311Delta

Fri, Apr 24 - Sun, Apr 26

6:05 am - 8:24 pm

MFR

ORD

12h 19m

2 stops

5:00 pm - 10:41 pm

ORD

MFR

7h 41m

1 stop

$341Delta

Tue, May 19 - Sat, May 23

6:25 pm - 5:12 am

MFR

ORD

8h 47m

1 stop

7:10 am - 1:19 pm

ORD

MFR

8h 09m

1 stop

$352United Airlines

Fri, Feb 20 - Sun, Feb 22

5:40 pm - 6:40 am

MFR

ORD

11h 00m

1 stop

9:00 am - 10:21 pm

ORD

MFR

15h 21m

1 stop

$373Alaska Airlines

Wed, Jun 3 - Tue, Jun 9

Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets

Alaska Airlines

Feb 19

MFR1:41 pmMedford

8h 15m

1 stop

ORD11:56 pmChicago O'Hare Intl

Feb 21

ORD2:07 pmChicago O'Hare Intl

7h 41m

1 stop

MFR7:48 pmMedford

$274

Alaska Airlines

Jun 3

MFR5:40 pmMedford

11h 00m

1 stop

ORD6:40 amChicago O'Hare Intl

Jun 9

ORD9:00 amChicago O'Hare Intl

15h 21m

1 stop

MFR10:21 pmMedford

$373

Alaska Airlines

Feb 19

MFR5:08 amMedford

16h 48m

2 stops

ORD11:56 pmChicago O'Hare Intl

Feb 21

ORD2:07 pmChicago O'Hare Intl

7h 41m

1 stop

MFR7:48 pmMedford

$395

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets

Delta

Feb 25

MFR1:00 pmMedford

6h 52m

1 stop

ORD9:52 pmChicago O'Hare Intl

Mar 4

ORD2:05 pmChicago O'Hare Intl

11h 51m

2 stops

MFR11:56 pmMedford

$273

Delta

Feb 25

MFR11:30 amMedford

8h 22m

2 stops

ORD9:52 pmChicago O'Hare Intl

Mar 4

ORD2:05 pmChicago O'Hare Intl

11h 51m

2 stops

MFR11:56 pmMedford

$279

Delta

Feb 28

MFR6:55 amMedford

12h 57m

2 stops

ORD9:52 pmChicago O'Hare Intl

Mar 1

ORD2:05 pmChicago O'Hare Intl

11h 51m

2 stops

MFR11:56 pmMedford

$285

Fly from

Fly to

Route

Depart

Return

Price

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 2/25

2:02 pm-12:51 am

1 stop8h 49m

Chicago O'Hare Intl

Wed 3/4

5:00 am-1:32 pm

1 stop10h 32m

$237

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 2/25

1:00 pm-9:52 pm

1 stop6h 52m

Chicago O'Hare Intl

Wed 3/4

2:05 pm-11:56 pm

2 stops11h 51m

$273

MedfordChicago

MFR - ORD

MFRORD

Medford

Thu 2/19

1:41 pm-11:56 pm

1 stop8h 15m

Chicago O'Hare Intl

Sat 2/21

2:07 pm-7:48 pm

1 stop7h 41m

$274

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 2/25

11:30 am-9:52 pm

2 stops8h 22m

Chicago O'Hare Intl

Wed 3/4

2:05 pm-11:56 pm

2 stops11h 51m

$279

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 2/28

6:55 am-9:52 pm

2 stops12h 57m

Chicago O'Hare Intl

Sun 3/1

2:05 pm-11:56 pm

2 stops11h 51m

$285

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 5/19

12:25 pm-11:47 pm

1 stop9h 22m

Chicago O'Hare Intl

Sat 5/23

5:00 pm-10:41 pm

1 stop7h 41m

$305

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 4/24

6:00 am-4:39 pm

1 stop8h 39m

Chicago O'Hare Intl

Sun 4/26

7:12 pm-11:52 pm

1 stop6h 40m

$311

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 5/19

6:05 am-8:24 pm

2 stops12h 19m

Chicago O'Hare Intl

Sat 5/23

5:00 pm-10:41 pm

1 stop7h 41m

$341

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 2/20

6:25 pm-5:12 am

1 stop8h 47m

Chicago O'Hare Intl

Sun 2/22

7:10 am-1:19 pm

1 stop8h 09m

$352

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 6/3

5:40 pm-6:40 am

1 stop11h 00m

Chicago O'Hare Intl

Tue 6/9

9:00 am-10:21 pm

1 stop15h 21m

$373

Flights are sorted by cheapest round-trip flights first.

Sorted 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 October is, on average, the cheapest month to fly to Chicago from Medford, with most prices found around $296. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Medford to Chicago during September average around $338.

Can stopping save me money on Medford to Chicago flights?

You could potentially save up to 50% on your flight if you consider stops on a Medford to Chicago flight.

How have Medford to Chicago flight prices changed over time?

As of January 2026, prices for Medford to Chicago flights are approximately 20% more expensive when compared to flights at the same time last year.

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

Fastest flight time	6h 22m
Direct flights	None

The fastest flight from Medford to Chicago takes 6h 22m

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

Search flight deals

How far is Medford to Chicago by plane?
Medford and Chicago are 1792.9 mi apart from one another. Flights usually cover this in 6h 22m, 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 January 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 49% of the total bookings. Other popular airlines include United Airlines with 28% and Delta with 24%.

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 $193	Free Cancellation	Rating 7.9 8,119 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $258	Free Cancellation	Rating 7.8 2,829 reviews	Search Hawaiian Airlines flights
Alaska Airlines	PriceFrom $308	Free Cancellation	Rating 8.0 11,795 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $308	Free Cancellation	Rating 7.4 9,205 reviews	Search United Airlines flights

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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.