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Cheap flights from Medford to Chicago from $233

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 5/13. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Medford to Chicago.
Alaska Airlines Logo
11:45 am - 11:59 pmMFR-ORD
10h 14m1 stop
Alaska Airlines Logo
7:00 am - 6:49 pmORD-MFR
13h 49m1 stop
$395Alaska Airlines
Find Deal
Tue, Oct 14 - Mon, Oct 20
Alaska Airlines Logo
5:47 pm - 10:03 pmMFR-ORD
26h 16m1 stop
Alaska Airlines Logo
6:24 am - 6:32 pmORD-MFR
14h 08m2 stops
$400Alaska Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
Alaska Airlines Logo
12:40 pm - 11:39 pmMFR-ORD
8h 59m1 stop
Alaska Airlines Logo
7:00 am - 3:35 pmORD-MFR
10h 35m1 stop
$401Alaska Airlines
Find Deal
Sat, Jul 12 - Mon, Jul 14
Alaska Airlines Logo
1:27 pm - 2:19 pmMFR-ORD
22h 52m1 stop
Alaska Airlines Logo
6:24 am - 11:20 amORD-MFR
6h 56m1 stop
$404Alaska Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
Hawaiian Airlines Logo
1:30 pm - 11:59 pmMFR-ORD
8h 29m1 stop
Hawaiian Airlines Logo
6:00 am - 11:13 amORD-MFR
7h 13m1 stop
$414Hawaiian Airlines
Find Deal
Thu, May 22 - Mon, May 26
Delta Logo
5:25 pm - 7:49 amMFR-ORD
12h 24m2 stops
Delta Logo
6:15 pm - 11:34 pmORD-MFR
7h 19m1 stop
$417Delta
Find Deal
Mon, Jun 16 - Thu, Jun 19
Delta Logo
6:40 am - 5:20 pmMFR-ORD
8h 40m1 stop
Delta Logo
6:15 pm - 11:34 pmORD-MFR
7h 19m1 stop
$435Delta
Find Deal
Mon, Jun 16 - Thu, Jun 19
Hawaiian Airlines Logo
3:21 pm - 11:39 pmMFR-ORD
6h 18m1 stop
Hawaiian Airlines Logo
7:00 am - 11:47 amORD-MFR
6h 47m1 stop
$436Hawaiian Airlines
Find Deal
Sun, Aug 10 - Sun, Aug 17
United Airlines Logo
2:12 pm - 9:41 amMFR-ORD
17h 29m3 stops
United Airlines Logo
9:40 pm - 11:59 amORD-MFR
16h 19m2 stops
$528United Airlines
Find Deal
Fri, Jun 20 - Tue, Jun 24
United Airlines Logo
6:35 pm - 9:41 amMFR-ORD
13h 06m2 stops
United Airlines Logo
9:25 pm - 5:50 pmORD-MFR
22h 25m3 stops
$573United Airlines
Find Deal
Thu, Jul 3 - Mon, Jul 7

Alaska Airlines flights from Medford to Chicago

Our best Alaska Airlines deals on Medford to Chicago flight tickets
Alaska Airlines
Oct 14
MFR11:45 amMedford
10h 14m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 20
ORD7:00 amChicago O'Hare Intl
13h 49m
1 stop
MFR6:49 pmMedford
Alaska Airlines
Sep 19
MFR5:47 pmMedford
26h 16m
1 stop
ORD10:03 pmChicago O'Hare Intl
Sep 22
ORD6:24 amChicago O'Hare Intl
14h 08m
2 stops
MFR6:32 pmMedford
Alaska Airlines
Jul 12
MFR12:40 pmMedford
8h 59m
1 stop
ORD11:39 pmChicago O'Hare Intl
Jul 14
ORD7:00 amChicago O'Hare Intl
10h 35m
1 stop
MFR3:35 pmMedford

Delta flights from Medford to Chicago

Our best Delta deals on Medford to Chicago flight tickets
Delta
Jun 16
MFR5:25 pmMedford
12h 24m
2 stops
ORD7:49 amChicago O'Hare Intl
Jun 19
ORD6:15 pmChicago O'Hare Intl
7h 19m
1 stop
MFR11:34 pmMedford
Delta
Jun 16
MFR6:40 amMedford
8h 40m
1 stop
ORD5:20 pmChicago O'Hare Intl
Jun 19
ORD6:15 pmChicago O'Hare Intl
7h 19m
1 stop
MFR11:34 pmMedford
Delta
Jun 20
MFR6:40 amMedford
9h 41m
2 stops
ORD6:21 pmChicago O'Hare Intl
Jun 24
ORD6:15 pmChicago O'Hare Intl
7h 19m
1 stop
MFR11:34 pmMedford

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 February is, on average, the cheapest month to fly to Chicago from Medford, with most prices found around $345. If you’re not able to fly to Chicago in February, then October is your next best option. Flight prices from Medford to Chicago during October average around $404.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $384. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Medford to Chicago for around $646.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Medford to Chicago during this time can be as low as $481. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $618.

How have Medford to Chicago flight prices changed over time?

As of April 2025, prices for Medford to Chicago flights are approximately 5% 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

Best Price Found

$233

Fastest flight time

6h 18m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Medford in the past 72 hours is $233. The best round-trip flight deal from Medford to Chicago found on momondo in the last 72 hours is $395.
The fastest flight from Medford to Chicago takes 6h 18m
There are no direct flights from Medford to Chicago. Popular non-direct routes for this connection are Medford Airport - Chicago O'Hare Intl Airport and Medford Airport - Chicago Midway Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 18m, 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 $280Free CancellationRating
8.0
7,919 reviews
Search Delta flights
Alaska AirlinesPriceFrom $300Free CancellationRating
8.0
9,927 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $304Free CancellationRating
7.4
8,685 reviews
Search United 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
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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