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Cheap flights from Medford to Chicago from $182

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 6/4. 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.
Delta Logo
12:28 pm - 9:18 pm
MFR
-
ORD
6h 50m
1 stop
Delta Logo
7:35 am - 11:47 am
ORD
-
MFR
6h 12m
1 stop
$277Delta
Wed, Apr 15 - Sat, Apr 18
Delta Logo
11:14 am - 9:18 pm
MFR
-
ORD
8h 04m
2 stops
Delta Logo
7:35 am - 11:47 am
ORD
-
MFR
6h 12m
1 stop
$282Delta
Wed, Apr 15 - Sat, Apr 18
Alaska Airlines Logo
5:11 am - 1:13 pm
MFR
-
ORD
6h 02m
1 stop
Alaska Airlines Logo
6:00 am - 12:45 pm
ORD
-
MFR
8h 45m
1 stop
$317Alaska Airlines
Sat, Apr 18 - Tue, Apr 21
Delta Logo
6:10 am - 4:39 pm
MFR
-
ORD
8h 29m
1 stop
Delta Logo
2:09 pm - 11:20 pm
ORD
-
MFR
11h 11m
2 stops
$322Delta
Wed, Apr 22 - Tue, Apr 28
Delta Logo
5:10 am - 6:36 pm
MFR
-
MDW
11h 26m
2 stops
Delta Logo
2:12 pm - 11:20 pm
MDW
-
MFR
11h 08m
2 stops
$327Delta
Sat, Apr 25 - Sat, May 2
Alaska Airlines Logo
1:29 pm - 11:59 pm
MFR
-
ORD
8h 30m
1 stop
Alaska Airlines Logo
6:00 am - 12:52 pm
ORD
-
MFR
8h 52m
1 stop
$353Alaska Airlines
Fri, Apr 24 - Sat, May 2
United Airlines Logo
2:12 pm - 12:59 am
MFR
-
ORD
8h 47m
2 stops
United Airlines Logo
6:20 am - 11:47 am
ORD
-
MFR
7h 27m
1 stop
$354United Airlines
Fri, Apr 24 - Sat, May 2
Delta Logo
11:14 am - 9:18 pm
MFR
-
ORD
8h 04m
2 stops
Delta Logo
1:29 pm - 10:39 pm
ORD
-
MFR
11h 10m
2 stops
$358Delta
Wed, Apr 15 - Sat, Apr 18
Alaska Airlines Logo
5:11 am - 1:13 pm
MFR
-
ORD
6h 02m
1 stop
Alaska Airlines Logo
6:00 am - 12:45 pm
ORD
-
MFR
8h 45m
1 stop
$389Alaska Airlines
Sat, Apr 18 - Tue, Apr 21
Delta Logo
12:28 pm - 9:18 pm
MFR
-
ORD
6h 50m
1 stop
Delta Logo
3:53 pm - 11:20 pm
ORD
-
MFR
9h 27m
2 stops
$393Delta
Sat, Apr 25 - Sat, May 2

Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets
Alaska Airlines
Apr 18
MFR5:11 amMedford
6h 02m
1 stop
ORD1:13 pmChicago O'Hare Intl
Apr 21
ORD6:00 amChicago O'Hare Intl
8h 45m
1 stop
MFR12:45 pmMedford
$317
Alaska Airlines
Apr 24
MFR1:29 pmMedford
8h 30m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 2
ORD6:00 amChicago O'Hare Intl
8h 52m
1 stop
MFR12:52 pmMedford
$353
Alaska Airlines
Apr 18
MFR5:11 amMedford
6h 02m
1 stop
ORD1:13 pmChicago O'Hare Intl
Apr 21
ORD6:00 amChicago O'Hare Intl
8h 45m
1 stop
MFR12:45 pmMedford
$389

United Airlines flights from Medford to Chicago

Our best United Airlines deals on Medford to Chicago flight tickets
United Airlines
Apr 24
MFR2:12 pmMedford
8h 47m
2 stops
ORD12:59 amChicago O'Hare Intl
May 2
ORD6:20 amChicago O'Hare Intl
7h 27m
1 stop
MFR11:47 amMedford
$354
United Airlines
Mar 31
MFR2:12 pmMedford
8h 47m
1 stop
ORD12:59 amChicago O'Hare Intl
Apr 4
ORD6:25 amChicago O'Hare Intl
7h 23m
1 stop
MFR11:48 amMedford
$496
United Airlines
May 21
MFR2:11 pmMedford
9h 04m
2 stops
ORD1:15 amChicago O'Hare Intl
May 26
ORD6:10 amChicago O'Hare Intl
7h 54m
1 stop
MFR12:04 pmMedford
$502

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 March 22, 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 - ORD

MFRORD

Medford

Wed 4/15

12:28 pm-9:18 pm

1 stop6h 50m

Chicago O'Hare Intl

Sat 4/18

7:35 am-11:47 am

1 stop6h 12m

$277

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 4/15

11:14 am-9:18 pm

2 stops8h 04m

Chicago O'Hare Intl

Sat 4/18

7:35 am-11:47 am

1 stop6h 12m

$282

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 4/18

5:11 am-1:13 pm

1 stop6h 02m

Chicago O'Hare Intl

Tue 4/21

6:00 am-12:45 pm

1 stop8h 45m

$317

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 4/22

6:10 am-4:39 pm

1 stop8h 29m

Chicago O'Hare Intl

Tue 4/28

2:09 pm-11:20 pm

2 stops11h 11m

$322

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sat 4/25

5:10 am-6:36 pm

2 stops11h 26m

Chicago Midway

Sat 5/2

2:12 pm-11:20 pm

2 stops11h 08m

$327

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 4/24

1:29 pm-11:59 pm

1 stop8h 30m

Chicago O'Hare Intl

Sat 5/2

6:00 am-12:52 pm

1 stop8h 52m

$353

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 4/24

2:12 pm-12:59 am

2 stops8h 47m

Chicago O'Hare Intl

Sat 5/2

6:20 am-11:47 am

1 stop7h 27m

$354

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 4/15

11:14 am-9:18 pm

2 stops8h 04m

Chicago O'Hare Intl

Sat 4/18

1:29 pm-10:39 pm

2 stops11h 10m

$358

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 4/18

5:11 am-1:13 pm

1 stop6h 02m

Chicago O'Hare Intl

Tue 4/21

6:00 am-12:45 pm

1 stop8h 45m

$389

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 4/25

12:28 pm-9:18 pm

1 stop6h 50m

Chicago O'Hare Intl

Sat 5/2

3:53 pm-11:20 pm

2 stops9h 27m

$393

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

Can stopping save me money on Medford to Chicago flights?

You could potentially save up to 55% 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

5h 55m

Direct flights

None
The fastest flight from Medford to Chicago takes 5h 55m
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 5h 55m, 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
Hawaiian AirlinesPriceFrom $258Free CancellationRating
7.8
2,841 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $273Free CancellationRating
7.9
8,314 reviews
Search Delta flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
9,455 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $308Free CancellationRating
7.9
12,093 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
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