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Cheap flights from Medford to Chicago from $212

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 10/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Medford to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:20 pm - 10:00 pmMFR  Medford-ORD Chicago O'Hare Intl
6h 40m1 stop Salt Lake City
Delta Logo
7:15 pm - 11:55 pmORD  Chicago O'Hare Intl-MFR Medford
6h 40m1 stop Salt Lake City
$423Delta
Sat, Oct 10 - Tue, Oct 13
United Airlines Logo
2:07 pm - 10:58 pmMFR  Medford-ORD Chicago O'Hare Intl
6h 51m1 stop San Francisco
United Airlines Logo
6:00 am - 1:01 pmORD  Chicago O'Hare Intl-MFR Medford
9h 01m1 stop Denver Intl
$423United Airlines
Sat, Sep 5 - Sat, Sep 12
Alaska Airlines Logo
1:32 pm - 11:59 pmMFR  Medford-ORD Chicago O'Hare Intl
8h 27m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
6:00 am - 11:23 amORD  Chicago O'Hare Intl-MFR Medford
7h 23m1 stop Seattle/Tacoma Intl
$423Alaska Airlines
Sat, Dec 5 - Wed, Dec 9
Alaska Airlines Logo
1:34 pm - 11:59 pmMFR  Medford-ORD Chicago O'Hare Intl
8h 25m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:18 pm - 7:48 pmORD  Chicago O'Hare Intl-MFR Medford
7h 30m1 stop San Diego
$423Alaska Airlines
Tue, Sep 15 - Wed, Sep 23
United Airlines Logo
2:08 pm - 11:00 pmMFR  Medford-ORD Chicago O'Hare Intl
6h 52m1 stop San Francisco
United Airlines Logo
12:40 pm - 6:08 pmORD  Chicago O'Hare Intl-MFR Medford
7h 28m1 stop San Francisco
$423United Airlines
Sat, Oct 17 - Tue, Oct 20
Multiple Airlines Logo
9:22 am - 5:38 amMFR  Medford-ORD Chicago O'Hare Intl
18h 16m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
8:55 pm - 2:50 pmORD  Chicago O'Hare Intl-MFR Medford
19h 55m1 stop Las Vegas Harry Reid Intl
$425Multiple Airlines
Thu, Sep 24 - Sun, Sep 27
Delta Logo
6:15 am - 5:41 pmMFR  Medford-ORD Chicago O'Hare Intl
9h 26m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
7:00 am - 12:46 pmORD  Chicago O'Hare Intl-MFR Medford
7h 46m1 stop Seattle/Tacoma Intl
$428Delta
Sat, Sep 5 - Sat, Sep 12
Delta Logo
12:20 pm - 11:54 pmMFR  Medford-ORD Chicago O'Hare Intl
9h 34m1 stop Seattle/Tacoma Intl
Delta Logo
1:55 pm - 11:55 pmORD  Chicago O'Hare Intl-MFR Medford
12h 00m2 stops Detroit Metropolitan Wayne County Salt Lake City
$428Delta
Sat, Oct 10 - Tue, Oct 13
Multiple Airlines Logo
9:22 am - 12:23 amMFR  Medford-ORD Chicago O'Hare Intl
13h 01m2 stops Las Vegas Harry Reid Intl Denver Intl
Multiple Airlines Logo
8:55 pm - 2:50 pmORD  Chicago O'Hare Intl-MFR Medford
19h 55m1 stop Las Vegas Harry Reid Intl
$430Multiple Airlines
Thu, Sep 24 - Sun, Sep 27
United Airlines Logo
2:08 pm - 11:00 pmMFR  Medford-ORD Chicago O'Hare Intl
6h 52m1 stop San Francisco
United Airlines Logo
6:00 am - 1:02 pmORD  Chicago O'Hare Intl-MFR Medford
9h 02m1 stop Denver Intl
$481United Airlines
Sat, Oct 17 - Mon, Oct 19

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Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets
Alaska Airlines
Dec 5
MFR1:32 pmMedford
8h 27m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 9
ORD6:00 amChicago O'Hare Intl
7h 23m
1 stop
MFR11:23 amMedford
$423
Alaska Airlines
Oct 27
MFR8:17 amMedford
8h 36m
1 stop
ORD6:53 pmChicago O'Hare Intl
Nov 2
ORD2:15 pmChicago O'Hare Intl
26h 33m
1 stop
MFR2:48 pmMedford
$446
Alaska Airlines
Dec 5
MFR5:14 amMedford
5h 55m
1 stop
ORD1:09 pmChicago O'Hare Intl
Dec 9
ORD2:03 pmChicago O'Hare Intl
24h 49m
2 stops
MFR12:52 pmMedford
$457

American Airlines flights from Medford to Chicago

Our best American Airlines deals on Medford to Chicago flight tickets
American Airlines
Sep 24
MFR1:27 pmMedford
8h 16m
1 stop
ORD11:43 pmChicago O'Hare Intl
Sep 28
ORD6:59 amChicago O'Hare Intl
7h 58m
1 stop
MFR12:57 pmMedford
$539
American Airlines
Aug 18
MFR3:40 pmMedford
6h 48m
1 stop
ORD12:28 amChicago O'Hare Intl
Sep 1
ORD1:59 pmChicago O'Hare Intl
7h 21m
1 stop
MFR7:20 pmMedford
$625
American Airlines
Aug 18
MFR3:40 pmMedford
6h 48m
1 stop
ORD12:28 amChicago O'Hare Intl
Sep 2
ORD5:00 amChicago O'Hare Intl
9h 47m
2 stops
MFR12:47 pmMedford
$630

momondo Fare Finder

 
Customize your flight search to find flights from Medford to Chicago 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 11, 2026.
Use the filters below to find and compare flights from Medford to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 10/10

1:20 pm-10:00 pm

1 stop6h 40m

Chicago O'Hare Intl

Tue 10/13

7:15 pm-11:55 pm

1 stop6h 40m

$423

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 9/5

2:07 pm-10:58 pm

1 stop6h 51m

Chicago O'Hare Intl

Sat 9/12

6:00 am-1:01 pm

1 stop9h 01m

$423

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 12/5

1:32 pm-11:59 pm

1 stop8h 27m

Chicago O'Hare Intl

Wed 12/9

6:00 am-11:23 am

1 stop7h 23m

$423

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Tue 9/15

1:34 pm-11:59 pm

1 stop8h 25m

Chicago O'Hare Intl

Wed 9/23

2:18 pm-7:48 pm

1 stop7h 30m

$423

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 10/17

2:08 pm-11:00 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 10/20

12:40 pm-6:08 pm

1 stop7h 28m

$423

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Thu 9/24

9:22 am-5:38 am

1 stop18h 16m

Chicago O'Hare Intl

Sun 9/27

8:55 pm-2:50 pm

1 stop19h 55m

$425

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 9/5

6:15 am-5:41 pm

2 stops9h 26m

Chicago O'Hare Intl

Sat 9/12

7:00 am-12:46 pm

1 stop7h 46m

$428

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 10/10

12:20 pm-11:54 pm

1 stop9h 34m

Chicago O'Hare Intl

Tue 10/13

1:55 pm-11:55 pm

2 stops12h 00m

$428

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Thu 9/24

9:22 am-12:23 am

2 stops13h 01m

Chicago O'Hare Intl

Sun 9/27

8:55 pm-2:50 pm

1 stop19h 55m

$430

MedfordChicago

MFR Medford - ORD Chicago O'Hare Intl

MFRORD

Medford

Sat 10/17

2:08 pm-11:00 pm

1 stop6h 52m

Chicago O'Hare Intl

Mon 10/19

6:00 am-1:02 pm

1 stop9h 02m

$481

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 Chicago from

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

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Medford, with most prices found around $387. If you’re not able to fly to Chicago in September, then November is your next best option. Flight prices from Medford to Chicago during November average around $418.

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 14% 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

Fastest flight time

6h 52m

Direct flights

None
The fastest flight from Medford to Chicago takes 6h 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 6h 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?

  • 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?

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
DeltaPriceFrom $273Free CancellationRating
7.8
8,506 reviews
Search Delta flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
10,102 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $306Free CancellationRating
7.9
12,794 reviews
Search Alaska Airlines flights

  • United Airlines Flights From Medford to Chicago

    The lowest priced United Airlines flight from Medford to Chicago from the last 72 hours was $302. Generally, United Airlines has 1 flight on this route every week with an average price of $421. United Airlines is rated 7.4/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport