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Cheap flights from Medford to Chicago from $119

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 2/14. 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
0 bags

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Find the cheapest flights from Medford to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:31 pm - 5:27 am
MFR
-
ORD
8h 56m
1 stop
United Airlines Logo
6:20 am - 11:47 am
ORD
-
MFR
7h 27m
1 stop
$237United Airlines
Wed, Apr 29 - Sat, May 2
American Airlines Logo
2:02 pm - 12:51 am
MFR
-
ORD
8h 49m
1 stop
American Airlines Logo
5:00 am - 1:32 pm
ORD
-
MFR
10h 32m
1 stop
$286American Airlines
Tue, Feb 17 - Tue, Mar 3
Alaska Airlines Logo
5:36 pm - 6:40 am
MFR
-
ORD
11h 04m
1 stop
Alaska Airlines Logo
6:00 am - 3:44 pm
ORD
-
MFR
11h 44m
2 stops
$295Alaska Airlines
Wed, Apr 29 - Sat, May 2
Delta Logo
1:25 pm - 9:58 pm
MFR
-
ORD
6h 33m
1 stop
Delta Logo
7:20 am - 12:08 pm
ORD
-
MFR
6h 48m
1 stop
$305Delta
Tue, May 19 - Sat, May 23
United Airlines Logo
2:07 pm - 12:34 am
MFR
-
ORD
8h 27mnonstop
United Airlines Logo
5:09 pm - 11:09 pm
ORD
-
MFR
8h 00m
1 stop
$306United Airlines
Wed, May 20 - Sat, May 23
Delta Logo
6:05 am - 9:58 pm
MFR
-
ORD
13h 53m
2 stops
Delta Logo
7:20 am - 12:08 pm
ORD
-
MFR
6h 48m
1 stop
$310Delta
Tue, May 19 - Sat, May 23
Alaska Airlines Logo
1:20 pm - 11:37 pm
MFR
-
ORD
8h 17m
1 stop
Alaska Airlines Logo
8:20 am - 12:43 pm
ORD
-
MFR
30h 23m
1 stop
$327Alaska Airlines
Mon, Feb 9 - Mon, Feb 16
Alaska Airlines Logo
5:44 pm - 1:11 pm
MFR
-
ORD
17h 27m
2 stops
Alaska Airlines Logo
3:07 pm - 12:33 pm
ORD
-
MFR
23h 26m
1 stop
$332Alaska Airlines
Tue, Feb 17 - Tue, Mar 3
Delta Logo
6:55 am - 10:33 pm
MFR
-
MDW
13h 38m
2 stops
Delta Logo
1:49 pm - 11:12 pm
MDW
-
MFR
11h 23m
2 stops
$362Delta
Tue, Feb 17 - Tue, Mar 3
Delta Logo
6:05 am - 5:22 pm
MFR
-
ORD
9h 17m
1 stop
Delta Logo
7:20 am - 12:08 pm
ORD
-
MFR
6h 48m
1 stop
$373Delta
Wed, Jun 3 - Tue, Jun 9

American Airlines flights from Medford to Chicago

Our best American Airlines deals on Medford to Chicago flight tickets
American Airlines
Feb 17
MFR2:02 pmMedford
8h 49m
1 stop
ORD12:51 amChicago O'Hare Intl
Mar 3
ORD5:00 amChicago O'Hare Intl
10h 32m
1 stop
MFR1:32 pmMedford
$286
American Airlines
Jan 24
MFR3:00 pmMedford
7h 23m
1 stop
ORD12:23 amChicago O'Hare Intl
Jan 26
ORD12:10 pmChicago O'Hare Intl
9h 28m
1 stop
MFR7:38 pmMedford
$525
American Airlines
Jan 22
MFR5:32 amMedford
6h 44m
1 stop
ORD2:16 pmChicago O'Hare Intl
Jan 25
ORD12:10 pmChicago O'Hare Intl
7h 18m
1 stop
MFR5:28 pmMedford
$585

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets
Delta
May 19
MFR1:25 pmMedford
6h 33m
1 stop
ORD9:58 pmChicago O'Hare Intl
May 23
ORD7:20 amChicago O'Hare Intl
6h 48m
1 stop
MFR12:08 pmMedford
$305
Delta
May 19
MFR6:05 amMedford
13h 53m
2 stops
ORD9:58 pmChicago O'Hare Intl
May 23
ORD7:20 amChicago O'Hare Intl
6h 48m
1 stop
MFR12:08 pmMedford
$310
Delta
Feb 17
MFR6:55 amMedford
13h 38m
2 stops
MDW10:33 pmChicago Midway
Mar 3
MDW1:49 pmChicago Midway
11h 23m
2 stops
MFR11:12 pmMedford
$362

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 January 18, 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

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 4/29

6:31 pm-5:27 am

1 stop8h 56m

Chicago O'Hare Intl

Sat 5/2

6:20 am-11:47 am

1 stop7h 27m

$237

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 2/17

2:02 pm-12:51 am

1 stop8h 49m

Chicago O'Hare Intl

Tue 3/3

5:00 am-1:32 pm

1 stop10h 32m

$286

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 4/29

5:36 pm-6:40 am

1 stop11h 04m

Chicago O'Hare Intl

Sat 5/2

6:00 am-3:44 pm

2 stops11h 44m

$295

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 5/19

1:25 pm-9:58 pm

1 stop6h 33m

Chicago O'Hare Intl

Sat 5/23

7:20 am-12:08 pm

1 stop6h 48m

$305

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 5/20

2:07 pm-12:34 am

Nonstop8h 27m

Chicago O'Hare Intl

Sat 5/23

5:09 pm-11:09 pm

1 stop8h 00m

$306

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 5/19

6:05 am-9:58 pm

2 stops13h 53m

Chicago O'Hare Intl

Sat 5/23

7:20 am-12:08 pm

1 stop6h 48m

$310

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 2/9

1:20 pm-11:37 pm

1 stop8h 17m

Chicago O'Hare Intl

Mon 2/16

8:20 am-12:43 pm

1 stop30h 23m

$327

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 2/17

5:44 pm-1:11 pm

2 stops17h 27m

Chicago O'Hare Intl

Tue 3/3

3:07 pm-12:33 pm

1 stop23h 26m

$332

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 2/17

6:55 am-10:33 pm

2 stops13h 38m

Chicago Midway

Tue 3/3

1:49 pm-11:12 pm

2 stops11h 23m

$362

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 6/3

6:05 am-5:22 pm

1 stop9h 17m

Chicago O'Hare Intl

Tue 6/9

7:20 am-12:08 pm

1 stop6h 48m

$373

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 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 20m

Direct flights

None
The fastest flight from Medford to Chicago takes 6h 20m
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 20m, 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 $193Free CancellationRating
7.9
8,075 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $258Free CancellationRating
7.8
2,829 reviews
Search Hawaiian Airlines flights
United AirlinesPriceFrom $304Free CancellationRating
7.4
9,176 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $308Free CancellationRating
8.0
11,745 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
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