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Cheap Flights from Medford (MFR) to Chicago (CHIA)

Compare Medford to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Medford to Chicago

Looking for a cheap last-minute deal or the best return flight from Medford Airport to Chicago? If you want to travel next month, return fares start from $573. Find the lowest prices on one-way and return tickets right here.
Chicago.$499 per passenger.Departing Tue, 15 Sep, returning Tue, 22 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Medford on Tue, 15 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 22 Sep, arriving in Medford.Price includes taxes and charges.From $499, select.
Chicago.$536 per passenger.Departing Fri, 24 Jul, returning Sat, 31 Oct.Return flight with United.Outbound indirect flight with United, departs from Medford on Fri, 24 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Sat, 31 Oct, arriving in Medford.Price includes taxes and charges.From $536, select.
Chicago.$575 per passenger.Departing Tue, 7 Jul, returning Tue, 14 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Medford on Tue, 7 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 14 Jul, arriving in Medford.Price includes taxes and charges.From $575, select.
Chicago.$575 per passenger.Departing Sat, 8 Aug, returning Tue, 18 Aug.Return flight with United.Outbound indirect flight with United, departs from Medford on Sat, 8 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 18 Aug, arriving in Medford.Price includes taxes and charges.From $575, select.
Chicago.$575 per passenger.Departing Tue, 5 Jan, returning Tue, 19 Jan.Return flight with United.Outbound indirect flight with United, departs from Medford on Tue, 5 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 19 Jan, arriving in Medford.Price includes taxes and charges.From $575, select.
Chicago.$575 per passenger.Departing Mon, 27 Jul, returning Sat, 8 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Medford on Mon, 27 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 8 Aug, arriving in Medford.Price includes taxes and charges.From $575, select.
Chicago.$577 per passenger.Departing Tue, 9 Jun, returning Sat, 13 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Medford on Tue, 9 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 13 Jun, arriving in Medford.Price includes taxes and charges.From $577, select.
Chicago.$583 per passenger.Departing Thu, 15 Oct, returning Tue, 20 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Medford on Thu, 15 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 20 Oct, arriving in Medford.Price includes taxes and charges.From $583, select.
Chicago.$670 per passenger.Departing Wed, 24 Jun, returning Mon, 6 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Medford on Wed, 24 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 6 Jul, arriving in Medford.Price includes taxes and charges.From $670, select.

Find the cheapest month to fly from Medford to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Medford to Chicago flights are currently cheapest in September.
Jun
from $577
Jul
from $575
Aug
from $575
Sep
from $499
Oct
from $583
Nov
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Dec
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Jan
from $575
Feb
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Mar
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Apr
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May
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Alternative Medford to Chicago routes

Looking for the cheapest, fastest or easiest route from Medford to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
Closest
from $765
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $498
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
Search flights

Medford to Chicago: Flight information

The things to know before you go.
Cheapest flight found$499
Cheapest month to flySeptember

Finding cheap flights from Medford to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Medford to Chicago is $498. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Medford to Chicago. But we found flights with one or more stops from $498.
As of June 2026, there are no flights flying from Medford to Chicago.
The cheapest month to fly from Medford to Chicago is usually September.
If you're flying from Medford Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $498.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Medford Airport to Chicago on Tuesday, 15 September 2026.
No airlines currently offer direct flights between Medford Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Delta offers the cheapest flight tickets to Chicago.

Travelling from Rogue Valley International-Medford Airport (MFR) to Chicago: what you need to know

  • Rogue Valley International-Medford Airport is located in Medford. Following the UTC-6 timezone, Chicago is two hours ahead of Medford.

  • Give yourself plenty of time to catch your MFR to Chicago flight. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.

  • During popular months such as July, it's a good idea to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead for international flights whenever you're flying during a peak period in general.

  • Travelling from central Medford to MFR takes about 35 minutes on public transport. If you drive, ride-share or take a taxi, you'll cover the 5 kilometres in 15 minutes or so, depending on traffic conditions.

  • Catching an early flight from Rogue Valley International-Medford Airport to Chicago? Avoid the stress of rushing to the airport (and sneak in some extra precious sleep) by choosing one of these stays close to MFR:

  • Rogue Valley International-Medford Airport scores high marks for its on-time performance. 80% of flights that take off from MFR reach their destination on time.

  • You'll find MFR at 1000 Terminal Spur Rd..

How to find the cheapest flights from Rogue Valley International-Medford Airport (MFR) to Chicago

  • The best price we've seen for a one-way Rogue Valley International-Medford Airport to Chicago flight is $250. The cheapest price for a return flight is $499. Keep in mind fares may change due to demand at the time of booking.

  • Booking early is often the key to scoring a cheap flight from MFR to Chicago. Airlines adjust prices based on demand, so the nearer you get to departure, the more you'll likely spend.

  • If you have flexibility with your travel dates, take advantage of the 'Whole month' search tool. It'll give you the cheapest price across every month when looking for a Rogue Valley International-Medford Airport to Chicago ticket.

  • Picking up a cheap flight from MFR to Chicago couldn't be easier with Price Alerts. All you need to do is set up one of these automatic notifications and we'll get in touch as soon as a better deal is available.

  • Pick your preferred arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from Rogue Valley International-Medford Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) to central Chicago takes about 30 minutes by car. The centre is roughly 27 kilometres away.

  • It'll take around 45 minutes if you're using public transport.

  • Consider booking a hotel near ORD if you have a late flight from Rogue Valley International-Medford Airport to Chicago. Choose one of these options and make your first night all about catching up on rest:

  • Lock in the lowest price by reserving your ride from Chicago O'Hare International Airport about four weeks in advance of your flight from MFR to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 16 kilometres from the centre of Chicago. After your flight from Rogue Valley International-Medford Airport to Chicago, it'll take you around 25 minutes to reach the heart of the city in a ride-share or taxi.

  • Public transport will get you there in around 30 minutes.

  • You'll find some great places to park your luggage (and yourself) near MDW. Settle in and get cosy after your MFR to Chicago flight at any of these perfectly located options:

  • Avoid paying more than you need to. Booking your ride four weeks before your arrival at MDW can land you a better rate.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 145 kilometres from central Chicago. It'll take you about 1 hour 40 minutes to get to the city centre by car once you've stepped off your flight from Rogue Valley International-Medford Airport to Chicago.

  • Public transport will take you there in around 2 hours.

  • Enjoy a restful, unhurried start to your break by choosing a hotel near RFD after your MFR to Chicago flight. Unwind after a day of travel or just take a moment to find your footing in a new place at:

  • Rental providers sometimes offer discounts for early bookings, so secure your ride from RFD a few weeks in advance of your flight from Rogue Valley International-Medford Airport to Chicago. A little prep today saves cash tomorrow.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • July is the most popular month for flights from Rogue Valley International-Medford Airport to Chicago. To steer clear of the crowds, head to Chicago in January.

  • Lock in a Rogue Valley International-Medford Airport to Chicago plane ticket with a departure in July if you're eager to explore the city during its warmest month. You can expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from MFR to Chicago around that time if you like cooler conditions.

More about Chicago

  • Once you've booked your flight from Rogue Valley International-Medford Airport to Chicago, find a hotel that keeps you close to what you want to see. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to see and do in this city it can be hard to work out where to begin. Art Institute of Chicago, Millennium Park and Willis Tower are major attractions which should be on any good Chicago itinerary.

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be explored once you've seen Chicago. Around 451 kilometres away to the southeast, its top attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Around 257 kilometres southeast of Chicago, Indianapolis is another essential stop in the United States. Start your sightseeing at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Plan the rest of your trip from Medford to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.