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Cheap flights from Medford to Chicago from $159

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.
Alaska Airlines Logo
7:35 pm - 5:00 am
MFR
-
ORD
7h 25m
1 stop
Alaska Airlines Logo
7:20 am - 11:53 am
ORD
-
MFR
6h 33m
1 stop
$353Alaska Airlines
Tue, Jun 30 - Sat, Jul 4
Multiple Airlines Logo
9:11 pm - 5:37 am
MFR
-
ORD
30h 26m
1 stop
Multiple Airlines Logo
7:15 am - 8:43 pm
ORD
-
MFR
15h 28m
1 stop
$371Multiple Airlines
Mon, Jul 13 - Thu, Jul 30
Multiple Airlines Logo
9:17 pm - 5:37 am
MFR
-
ORD
30h 20m
1 stop
Multiple Airlines Logo
5:30 pm - 8:48 pm
ORD
-
MFR
29h 18m
2 stops
$374Multiple Airlines
Fri, Aug 7 - Wed, Aug 12
Multiple Airlines Logo
9:11 pm - 5:37 am
MFR
-
ORD
30h 26m
1 stop
Multiple Airlines Logo
7:15 am - 2:46 pm
ORD
-
MFR
9h 31m
1 stop
$377Multiple Airlines
Fri, Jul 24 - Fri, Jul 31
Delta Logo
12:25 pm - 11:39 pm
MFR
-
ORD
9h 14m
1 stop
Delta Logo
6:55 am - 12:56 pm
ORD
-
MFR
8h 01m
1 stop
$383Delta
Fri, Jul 3 - Tue, Jul 7
Multiple Airlines Logo
9:11 pm - 5:37 am
MFR
-
ORD
30h 26m
1 stop
Multiple Airlines Logo
7:15 am - 2:46 pm
ORD
-
MFR
9h 31m
1 stop
$387Multiple Airlines
Fri, Jul 24 - Fri, Jul 31
Alaska Airlines Logo
7:35 pm - 5:00 am
MFR
-
ORD
7h 25m
1 stop
Alaska Airlines Logo
6:00 am - 12:50 pm
ORD
-
MFR
8h 50m
1 stop
$395Alaska Airlines
Wed, Jul 29 - Wed, Aug 5
Multiple Airlines Logo
9:11 pm - 5:37 am
MFR
-
ORD
30h 26m
1 stop
Multiple Airlines Logo
9:57 pm - 2:46 pm
ORD
-
MFR
18h 49m
2 stops
$406Multiple Airlines
Mon, Jul 13 - Thu, Jul 30
Delta Logo
12:22 pm - 11:47 pm
MFR
-
ORD
9h 25m
1 stop
Delta Logo
7:45 am - 11:42 am
ORD
-
MFR
5h 57m
1 stop
$413Delta
Thu, Sep 24 - Mon, Sep 28
Delta Logo
1:31 pm - 9:47 pm
MFR
-
ORD
6h 16m
1 stop
Delta Logo
7:45 am - 4:47 pm
ORD
-
MFR
11h 02m
2 stops
$418Delta
Thu, Sep 24 - Mon, Sep 28

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Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets
Delta
Jul 3
MFR12:25 pmMedford
9h 14m
1 stop
ORD11:39 pmChicago O'Hare Intl
Jul 7
ORD6:55 amChicago O'Hare Intl
8h 01m
1 stop
MFR12:56 pmMedford
$383
Delta
Sep 24
MFR1:31 pmMedford
6h 16m
1 stop
ORD9:47 pmChicago O'Hare Intl
Sep 28
ORD7:40 pmChicago O'Hare Intl
6h 15m
1 stop
MFR11:55 pmMedford
$413
Delta
Sep 24
MFR1:31 pmMedford
6h 16m
1 stop
ORD9:47 pmChicago O'Hare Intl
Sep 28
ORD7:45 amChicago O'Hare Intl
11h 02m
2 stops
MFR4:47 pmMedford
$418

Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets
Alaska Airlines
Jun 30
MFR7:35 pmMedford
7h 25m
1 stop
ORD5:00 amChicago O'Hare Intl
Jul 4
ORD7:20 amChicago O'Hare Intl
6h 33m
1 stop
MFR11:53 amMedford
$353
Alaska Airlines
Jul 4
MFR6:11 amMedford
11h 26m
1 stop
ORD7:37 pmChicago O'Hare Intl
Jul 9
ORD8:20 pmChicago O'Hare Intl
15h 34m
1 stop
MFR9:54 amMedford
$393
Alaska Airlines
Jul 29
MFR7:35 pmMedford
7h 25m
1 stop
ORD5:00 amChicago O'Hare Intl
Aug 5
ORD6:00 amChicago O'Hare Intl
8h 50m
1 stop
MFR12:50 pmMedford
$395

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 June 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

Cheapest round-trip
Quickest round-trip

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 6/30

7:35 pm-5:00 am

1 stop7h 25m

Chicago O'Hare Intl

Sat 7/4

7:20 am-11:53 am

1 stop6h 33m

$353

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 7/13

9:11 pm-5:37 am

1 stop30h 26m

Chicago O'Hare Intl

Thu 7/30

7:15 am-8:43 pm

1 stop15h 28m

$371

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 8/7

9:17 pm-5:37 am

1 stop30h 20m

Chicago O'Hare Intl

Wed 8/12

5:30 pm-8:48 pm

2 stops29h 18m

$374

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 7/24

9:11 pm-5:37 am

1 stop30h 26m

Chicago O'Hare Intl

Fri 7/31

7:15 am-2:46 pm

1 stop9h 31m

$377

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 7/3

12:25 pm-11:39 pm

1 stop9h 14m

Chicago O'Hare Intl

Tue 7/7

6:55 am-12:56 pm

1 stop8h 01m

$383

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 7/24

9:11 pm-5:37 am

1 stop30h 26m

Chicago O'Hare Intl

Fri 7/31

7:15 am-2:46 pm

1 stop9h 31m

$387

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 7/29

7:35 pm-5:00 am

1 stop7h 25m

Chicago O'Hare Intl

Wed 8/5

6:00 am-12:50 pm

1 stop8h 50m

$395

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 7/13

9:11 pm-5:37 am

1 stop30h 26m

Chicago O'Hare Intl

Thu 7/30

9:57 pm-2:46 pm

2 stops18h 49m

$406

MedfordChicago

MFR - ORD

MFRORD

Medford

Thu 9/24

12:22 pm-11:47 pm

1 stop9h 25m

Chicago O'Hare Intl

Mon 9/28

7:45 am-11:42 am

1 stop5h 57m

$413

MedfordChicago

MFR - ORD

MFRORD

Medford

Thu 9/24

1:31 pm-9:47 pm

1 stop6h 16m

Chicago O'Hare Intl

Mon 9/28

7:45 am-4:47 pm

2 stops11h 02m

$418

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 $96. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Medford to Chicago during October average around $211.

Can stopping save me money on Medford to Chicago flights?

You could potentially save up to 31% 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 16m

Direct flights

None
The fastest flight from Medford to Chicago takes 6h 16m
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 16m, 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
8,408 reviews
Search Delta flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
9,852 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $308Free CancellationRating
7.9
12,533 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
Portage
Saint Joseph
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