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Cheap flights from Medford to Chicago from $198

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 8/7. 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.
Multiple Airlines Logo
10:23 am - 1:36 pm
MFR
-
ORD
25h 13m
2 stops
Multiple Airlines Logo
8:11 pm - 2:18 pm
ORD
-
MFR
20h 07m
1 stop
$368Multiple Airlines
Mon, Aug 24 - Sun, Aug 30
Multiple Airlines Logo
9:17 pm - 1:36 pm
MFR
-
ORD
14h 19m
2 stops
Multiple Airlines Logo
8:11 pm - 9:33 am
ORD
-
MFR
15h 22m
1 stop
$377Multiple Airlines
Mon, Aug 17 - Sun, Aug 23
Multiple Airlines Logo
9:38 pm - 1:36 pm
MFR
-
ORD
37h 58m
2 stops
Multiple Airlines Logo
8:11 pm - 9:33 am
ORD
-
MFR
15h 22m
1 stop
$388Multiple Airlines
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
9:17 pm - 5:37 am
MFR
-
ORD
30h 20m
1 stop
Multiple Airlines Logo
7:29 am - 2:48 pm
ORD
-
MFR
9h 19m
1 stop
$389Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Multiple Airlines Logo
9:38 pm - 5:37 am
MFR
-
ORD
29h 59m
1 stop
Multiple Airlines Logo
8:11 pm - 9:33 am
ORD
-
MFR
15h 22m
1 stop
$395Multiple Airlines
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
9:22 am - 5:42 am
MFR
-
ORD
18h 20m
1 stop
Multiple Airlines Logo
1:02 pm - 2:50 pm
ORD
-
MFR
27h 48m
1 stop
$396Multiple Airlines
Thu, Sep 17 - Sun, Sep 20
Multiple Airlines Logo
9:17 pm - 5:37 am
MFR
-
ORD
30h 20m
1 stop
Multiple Airlines Logo
7:29 am - 2:48 pm
ORD
-
MFR
9h 19m
1 stop
$397Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Multiple Airlines Logo
9:17 pm - 12:33 am
MFR
-
ORD
25h 16m
2 stops
Multiple Airlines Logo
7:29 am - 2:48 pm
ORD
-
MFR
9h 19m
1 stop
$398Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Delta Logo
6:05 am - 4:39 pm
MFR
-
MDW
8h 34m
2 stops
Delta Logo
1:28 pm - 11:08 pm
MDW
-
MFR
11h 40m
2 stops
$437Delta
Tue, Oct 27 - Mon, Nov 2
Delta Logo
6:05 am - 4:39 pm
MFR
-
MDW
8h 34m
2 stops
Delta Logo
1:28 pm - 11:08 pm
MDW
-
MFR
11h 40m
2 stops
$493Delta
Tue, Oct 27 - Mon, Nov 2

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American Airlines flights from Medford to Chicago

Our best American Airlines deals on Medford to Chicago flight tickets
American Airlines
Aug 22
MFR3:40 pmMedford
6h 48m
1 stop
ORD12:28 amChicago O'Hare Intl
Aug 29
ORD1:40 pmChicago O'Hare Intl
7h 40m
1 stop
MFR7:20 pmMedford
$406
American Airlines
Nov 17
MFR5:04 amMedford
7h 39m
1 stop
ORD2:43 pmChicago O'Hare Intl
Nov 26
ORD6:50 amChicago O'Hare Intl
8h 15m
1 stop
MFR1:05 pmMedford
$468

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets
Delta
Aug 19
MFR6:15 amMedford
8h 45m
1 stop
ORD5:00 pmChicago O'Hare Intl
Aug 26
ORD7:48 amChicago O'Hare Intl
11h 00m
2 stops
MFR4:48 pmMedford
$412
Delta
Aug 18
MFR12:20 pmMedford
9h 09m
1 stop
ORD11:29 pmChicago O'Hare Intl
Aug 19
ORD1:59 pmChicago O'Hare Intl
11h 56m
2 stops
MFR11:55 pmMedford
$415
Delta
Oct 26
MFR12:56 pmMedford
7h 04m
1 stop
ORD10:00 pmChicago O'Hare Intl
Nov 7
ORD5:59 pmChicago O'Hare Intl
7h 09m
1 stop
MFR11:08 pmMedford
$427

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 July 21, 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

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 8/24

10:23 am-1:36 pm

2 stops25h 13m

Chicago O'Hare Intl

Sun 8/30

8:11 pm-2:18 pm

1 stop20h 07m

$368

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 8/17

9:17 pm-1:36 pm

2 stops14h 19m

Chicago O'Hare Intl

Sun 8/23

8:11 pm-9:33 am

1 stop15h 22m

$377

MedfordChicago

MFR - ORD

MFRORD

Medford

Sun 8/16

9:38 pm-1:36 pm

2 stops37h 58m

Chicago O'Hare Intl

Sun 8/23

8:11 pm-9:33 am

1 stop15h 22m

$388

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 8/10

9:17 pm-5:37 am

1 stop30h 20m

Chicago O'Hare Intl

Mon 8/17

7:29 am-2:48 pm

1 stop9h 19m

$389

MedfordChicago

MFR - ORD

MFRORD

Medford

Sun 8/16

9:38 pm-5:37 am

1 stop29h 59m

Chicago O'Hare Intl

Sun 8/23

8:11 pm-9:33 am

1 stop15h 22m

$395

MedfordChicago

MFR - ORD

MFRORD

Medford

Thu 9/17

9:22 am-5:42 am

1 stop18h 20m

Chicago O'Hare Intl

Sun 9/20

1:02 pm-2:50 pm

1 stop27h 48m

$396

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 8/10

9:17 pm-5:37 am

1 stop30h 20m

Chicago O'Hare Intl

Mon 8/17

7:29 am-2:48 pm

1 stop9h 19m

$397

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 8/10

9:17 pm-12:33 am

2 stops25h 16m

Chicago O'Hare Intl

Mon 8/17

7:29 am-2:48 pm

1 stop9h 19m

$398
Quickest round-trip

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 10/27

6:05 am-4:39 pm

2 stops8h 34m

Chicago Midway

Mon 11/2

1:28 pm-11:08 pm

2 stops11h 40m

$437

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 10/27

6:05 am-4:39 pm

2 stops8h 34m

Chicago Midway

Mon 11/2

1:28 pm-11:08 pm

2 stops11h 40m

$493

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 typical price of a round-trip flight between Medford and Chicago?

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 $372. 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
8,476 reviews
Search Delta flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
10,015 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $306Free CancellationRating
7.9
12,681 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 2 flights 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