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Cheap flights from Medford to Chicago from $189

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 8/10. 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

Find the cheapest flights from Medford to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:55 am - 6:37 pm
MFR
-
MDW
10h 42m
2 stops
Delta Logo
12:30 pm - 11:49 pm
MDW
-
MFR
13h 19m
2 stops
$423Delta
Tue, Oct 27 - Mon, Nov 2
Delta Logo
5:55 am - 4:50 pm
MFR
-
MDW
8h 55m
2 stops
Delta Logo
9:30 am - 4:43 pm
MDW
-
MFR
9h 13m
2 stops
$430Delta
Tue, Oct 27 - Mon, Nov 2
Delta Logo
6:05 am - 6:33 pm
MFR
-
MDW
10h 28m
2 stops
Delta Logo
1:47 pm - 11:14 pm
MDW
-
MFR
11h 27m
2 stops
$473Delta
Thu, Sep 24 - Mon, Sep 28
Delta Logo
6:05 am - 6:33 pm
MFR
-
MDW
10h 28m
2 stops
Delta Logo
1:47 pm - 11:14 pm
MDW
-
MFR
11h 27m
2 stops
$504Delta
Thu, Sep 24 - Mon, Sep 28
Delta Logo
5:55 am - 4:50 pm
MFR
-
MDW
8h 55m
2 stops
Delta Logo
9:30 am - 4:43 pm
MDW
-
MFR
9h 13m
2 stops
$511Delta
Mon, Oct 26 - Sat, Nov 7
Delta Logo
6:05 am - 6:33 pm
MFR
-
MDW
10h 28m
2 stops
Delta Logo
1:47 pm - 11:14 pm
MDW
-
MFR
11h 27m
2 stops
$514Delta
Thu, Sep 24 - Mon, Sep 28
Delta Logo
6:05 am - 6:33 pm
MFR
-
MDW
10h 28m
2 stops
Delta Logo
1:47 pm - 11:14 pm
MDW
-
MFR
11h 27m
2 stops
$536Delta
Thu, Sep 24 - Mon, Sep 28
Delta Logo
5:55 am - 4:50 pm
MFR
-
MDW
8h 55m
2 stops
Delta Logo
1:00 pm - 11:12 pm
MDW
-
MFR
12h 12m
2 stops
$576Delta
Mon, Oct 26 - Sat, Nov 7
Delta Logo
5:15 am - 6:25 pm
MFR
-
MDW
11h 10m
2 stops
Delta Logo
1:18 pm - 11:11 pm
MDW
-
MFR
11h 53m
2 stops
$749Delta
Thu, Jul 16 - Thu, Jul 23
Delta Logo
7:00 am - 5:54 pm
MFR
-
MDW
8h 54m
2 stops
Delta Logo
1:18 pm - 11:11 pm
MDW
-
MFR
11h 53m
2 stops
$776Delta
Sat, Jul 4 - Tue, Jul 7

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Delta flights from Medford to Chicago Midway Airport

Our best Delta deals on Medford to Chicago Midway Airport flight tickets
Delta
Oct 27
MFR5:55 amMedford
10h 42m
2 stops
MDW6:37 pmChicago Midway
Nov 2
MDW12:30 pmChicago Midway
13h 19m
2 stops
MFR11:49 pmMedford
$423
Delta
Oct 27
MFR5:55 amMedford
8h 55m
2 stops
MDW4:50 pmChicago Midway
Nov 2
MDW9:30 amChicago Midway
9h 13m
2 stops
MFR4:43 pmMedford
$430
Delta
Sep 24
MFR6:05 amMedford
10h 28m
2 stops
MDW6:33 pmChicago Midway
Sep 28
MDW1:47 pmChicago Midway
11h 27m
2 stops
MFR11:14 pmMedford
$473

momondo Fare Finder

 
Customize your flight search to find flights from Medford to Chicago Midway Airport 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 10, 2026.
Use the filters below to find and compare flights from Medford to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 10/27

5:55 am-6:37 pm

2 stops10h 42m

Chicago Midway

Mon 11/2

12:30 pm-11:49 pm

2 stops13h 19m

$423
Quickest round-trip

MedfordChicago

MFR - MDW

MFRMDW

Medford

Tue 10/27

5:55 am-4:50 pm

2 stops8h 55m

Chicago Midway

Mon 11/2

9:30 am-4:43 pm

2 stops9h 13m

$430

MedfordChicago

MFR - MDW

MFRMDW

Medford

Thu 9/24

6:05 am-6:33 pm

2 stops10h 28m

Chicago Midway

Mon 9/28

1:47 pm-11:14 pm

2 stops11h 27m

$473

MedfordChicago

MFR - MDW

MFRMDW

Medford

Thu 9/24

6:05 am-6:33 pm

2 stops10h 28m

Chicago Midway

Mon 9/28

1:47 pm-11:14 pm

2 stops11h 27m

$504

MedfordChicago

MFR - MDW

MFRMDW

Medford

Mon 10/26

5:55 am-4:50 pm

2 stops8h 55m

Chicago Midway

Sat 11/7

9:30 am-4:43 pm

2 stops9h 13m

$511

MedfordChicago

MFR - MDW

MFRMDW

Medford

Thu 9/24

6:05 am-6:33 pm

2 stops10h 28m

Chicago Midway

Mon 9/28

1:47 pm-11:14 pm

2 stops11h 27m

$514

MedfordChicago

MFR - MDW

MFRMDW

Medford

Thu 9/24

6:05 am-6:33 pm

2 stops10h 28m

Chicago Midway

Mon 9/28

1:47 pm-11:14 pm

2 stops11h 27m

$536

MedfordChicago

MFR - MDW

MFRMDW

Medford

Mon 10/26

5:55 am-4:50 pm

2 stops8h 55m

Chicago Midway

Sat 11/7

1:00 pm-11:12 pm

2 stops12h 12m

$576

MedfordChicago

MFR - MDW

MFRMDW

Medford

Thu 7/16

5:15 am-6:25 pm

2 stops11h 10m

Chicago Midway

Thu 7/23

1:18 pm-11:11 pm

2 stops11h 53m

$749

MedfordChicago

MFR - MDW

MFRMDW

Medford

Sat 7/4

7:00 am-5:54 pm

2 stops8h 54m

Chicago Midway

Tue 7/7

1:18 pm-11:11 pm

2 stops11h 53m

$776

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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When to book flights from Medford to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Medford to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Medford to Chicago Midway Airport (MFR to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Medford to Chicago Midway Airport

Fastest flight time

8h 55m

Direct flights

None
The fastest flight from Medford to Chicago Midway Airport takes 8h 55m
There are no direct flights from Medford to Chicago Midway Airport. There are no popular flight routes from Medford to Chicago Midway Airport.
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Frequently asked questions about flying from Medford to Chicago Midway Airport

  • How far is Medford to Chicago Midway by plane?

    The straight-line distance from Medford to Chicago Midway is 1788.4 mi. 8h 55m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Medford Airport to Chicago Midway Airport?

    Prices for flights from Medford Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Medford Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Medford Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport 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 Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Frequently asked questions about flying from Medford to Chicago Midway Airport

  • How do I get Price Alerts for flights from Medford to Chicago Midway Airport?

    Confirm your travel details to search for the latest offers for flights from Medford to Chicago Midway Airport. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Medford to Chicago Midway Airport with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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
Portage
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
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?

It is quick and easy to find Medford to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Medford to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Medford which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Medford to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Medford to Chicago.

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.

An easier way to manage your Chicago Midway Airport trip

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Fri 7/10
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