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Cheap flights from Medford to Chicago from $207

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 7/1. 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.
Multiple Airlines Logo
9:33 pm - 5:07 am
MFR
-
ORD
29h 34m
1 stop
Multiple Airlines Logo
7:15 am - 8:43 pm
ORD
-
MFR
15h 28m
1 stop
$374Multiple Airlines
Thu, Jul 2 - Thu, Jul 9
Multiple Airlines Logo
9:13 pm - 5:07 am
MFR
-
ORD
29h 54m
1 stop
Multiple Airlines Logo
7:20 am - 2:46 pm
ORD
-
MFR
9h 26m
1 stop
$384Multiple Airlines
Fri, Jun 26 - Fri, Jul 3
Multiple Airlines Logo
9:33 pm - 5:07 am
MFR
-
ORD
29h 34m
1 stop
Multiple Airlines Logo
7:15 am - 8:43 pm
ORD
-
MFR
15h 28m
1 stop
$390Multiple Airlines
Thu, Jul 2 - Sun, Jul 5
Alaska Airlines Logo
4:34 pm - 6:20 am
MFR
-
ORD
11h 46m
2 stops
Alaska Airlines Logo
7:25 am - 2:06 pm
ORD
-
MFR
8h 41m
1 stop
$412Alaska Airlines
Mon, Oct 26 - Sat, Nov 7
Alaska Airlines Logo
1:27 pm - 11:59 pm
MFR
-
ORD
8h 32m
1 stop
Alaska Airlines Logo
7:20 am - 11:53 am
ORD
-
MFR
6h 33m
1 stop
$413Alaska Airlines
Sat, Jul 25 - Wed, Aug 5
Alaska Airlines Logo
4:34 pm - 6:20 am
MFR
-
ORD
11h 46m
2 stops
Alaska Airlines Logo
7:25 am - 2:06 pm
ORD
-
MFR
8h 41m
1 stop
$417Alaska Airlines
Mon, Oct 26 - Sat, Nov 7
Delta Logo
6:05 am - 8:24 pm
MFR
-
ORD
12h 19m
2 stops
Delta Logo
7:00 am - 12:11 pm
ORD
-
MFR
7h 11m
1 stop
$418Delta
Tue, Nov 24 - Tue, Dec 1
Delta Logo
1:25 pm - 9:53 pm
MFR
-
ORD
6h 28m
1 stop
Delta Logo
3:50 pm - 11:12 pm
ORD
-
MFR
9h 22m
2 stops
$422Delta
Tue, Oct 27 - Mon, Nov 2
Delta Logo
6:15 am - 9:58 pm
MFR
-
ORD
13h 43m
2 stops
Delta Logo
6:06 pm - 11:55 pm
ORD
-
MFR
7h 49m
2 stops
$423Delta
Fri, Aug 21 - Sun, Aug 23
Delta Logo
6:05 am - 5:57 pm
MFR
-
ORD
9h 52m
2 stops
Delta Logo
11:30 am - 11:12 pm
ORD
-
MFR
13h 42m
2 stops
$428Delta
Mon, Oct 26 - Sat, Nov 7

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets
Delta
Jul 7
MFR12:20 pmMedford
9h 18m
1 stop
ORD11:38 pmChicago O'Hare Intl
Jul 14
ORD7:45 amChicago O'Hare Intl
10h 59m
2 stops
MFR4:44 pmMedford
$418
Delta
Oct 27
MFR1:25 pmMedford
6h 28m
1 stop
ORD9:53 pmChicago O'Hare Intl
Nov 2
ORD3:50 pmChicago O'Hare Intl
9h 22m
2 stops
MFR11:12 pmMedford
$422
Delta
Aug 21
MFR6:15 amMedford
13h 43m
2 stops
ORD9:58 pmChicago O'Hare Intl
Aug 23
ORD6:06 pmChicago O'Hare Intl
7h 49m
2 stops
MFR11:55 pmMedford
$423

Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets
Alaska Airlines
Oct 26
MFR4:34 pmMedford
11h 46m
2 stops
ORD6:20 amChicago O'Hare Intl
Nov 7
ORD7:25 amChicago O'Hare Intl
8h 41m
1 stop
MFR2:06 pmMedford
$412
Alaska Airlines
Jul 25
MFR1:27 pmMedford
8h 32m
1 stop
ORD11:59 pmChicago O'Hare Intl
Aug 5
ORD7:20 amChicago O'Hare Intl
6h 33m
1 stop
MFR11:53 amMedford
$413
Alaska Airlines
Oct 26
MFR4:34 pmMedford
11h 46m
2 stops
ORD6:20 amChicago O'Hare Intl
Nov 7
ORD7:25 amChicago O'Hare Intl
8h 41m
1 stop
MFR2:06 pmMedford
$417

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 May 29, 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

Thu 7/2

9:33 pm-5:07 am

1 stop29h 34m

Chicago O'Hare Intl

Thu 7/9

7:15 am-8:43 pm

1 stop15h 28m

$374

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 6/26

9:13 pm-5:07 am

1 stop29h 54m

Chicago O'Hare Intl

Fri 7/3

7:20 am-2:46 pm

1 stop9h 26m

$384

MedfordChicago

MFR - ORD

MFRORD

Medford

Thu 7/2

9:33 pm-5:07 am

1 stop29h 34m

Chicago O'Hare Intl

Sun 7/5

7:15 am-8:43 pm

1 stop15h 28m

$390

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 10/26

4:34 pm-6:20 am

2 stops11h 46m

Chicago O'Hare Intl

Sat 11/7

7:25 am-2:06 pm

1 stop8h 41m

$412
Quickest round-trip

MedfordChicago

MFR - ORD

MFRORD

Medford

Sat 7/25

1:27 pm-11:59 pm

1 stop8h 32m

Chicago O'Hare Intl

Wed 8/5

7:20 am-11:53 am

1 stop6h 33m

$413

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 10/26

4:34 pm-6:20 am

2 stops11h 46m

Chicago O'Hare Intl

Sat 11/7

7:25 am-2:06 pm

1 stop8h 41m

$417

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 11/24

6:05 am-8:24 pm

2 stops12h 19m

Chicago O'Hare Intl

Tue 12/1

7:00 am-12:11 pm

1 stop7h 11m

$418

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 10/27

1:25 pm-9:53 pm

1 stop6h 28m

Chicago O'Hare Intl

Mon 11/2

3:50 pm-11:12 pm

2 stops9h 22m

$422

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 8/21

6:15 am-9:58 pm

2 stops13h 43m

Chicago O'Hare Intl

Sun 8/23

6:06 pm-11:55 pm

2 stops7h 49m

$423

MedfordChicago

MFR - ORD

MFRORD

Medford

Mon 10/26

6:05 am-5:57 pm

2 stops9h 52m

Chicago O'Hare Intl

Sat 11/7

11:30 am-11:12 pm

2 stops13h 42m

$428

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 21% 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

8h 32m

Direct flights

None
The fastest flight from Medford to Chicago takes 8h 32m
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 8h 32m, 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
7.9
8,419 reviews
Search Delta flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
9,764 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $306Free CancellationRating
7.9
12,432 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
Munster
Schererville
Crown Point
Monticello
Chesterton
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