Cheap flights from Chicago to Midland International

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Flight deals from Chicago to Midland International

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Midland International Airport? If you want to travel next month, round-trip fares start from $379. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago to Midland International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Midland International flights are currently cheapest in May.

Chicago to Midland International: Alternative routes

Compare routes from Chicago to Midland below. You may find an airport to fly into that's cheaper, faster, or easier than Midland International.

Chicago to Midland: Flight information

The things to know before you go.
Cheapest flight found$379
Cheapest month to flyMay

Finding cheap flights from Chicago to Midland International: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Midland International is $379. 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 Chicago to Midland International. But we found flights with one stop from $379.
There are no flights flying from Chicago to Midland International, as of April 2026.
The cheapest month to fly from Chicago to Midland International is usually May.
No airlines currently offer direct flights between Chicago and Midland International Airport. 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 Midland International 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 Midland is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Midland International is American Airlines.

Traveling from Chicago to Midland International Airport (MAF): What you need to know

  • Get your trip planning underway by checking out the best place to catch your flight from Chicago to Midland International Airport (MAF). Explore the options for taking off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), the city's main airports.

  • Midland (where Midland International Airport is located) and Chicago share the UTC-5 timezone. You can plan your trip without factoring in timezone differences.

  • To ensure you catch your flight from Chicago to MAF, leave enough time to check in and drop off your luggage. Arriving two hours ahead of international departures and an hour before domestic flights is the general rule.

  • Taking off during a peak time like public or school holidays? Expect longer queues at security and check-in. For peace of mind, arrive up to four hours before international flights and two hours before domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • ORD is about 40 kilometers from central Chicago. If you're ride-sharing, driving or catching a cab from the center, it'll take you 35 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the journey time to be around 55 minutes.

  • Catching an early flight from Chicago to Midland International Airport? Avoid rushing to the terminal (and get some bonus sleep) by choosing one of these stays near O'Hare International Airport:

  • 74.85% of flights that depart O'Hare International Airport reach their destination on schedule.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • With public transport, you can travel from central Chicago to MDW in about 45 minutes. The terminal is roughly 19 kilometers away, and making the trip by car takes approximately 20 minutes.

  • Get your vacation started early with an extra night away from home. Before catching your Chicago to MAF flight, unwind in one of these hotels near Chicago Midway International Airport:

  • Chicago Midway International Airport has an on-time performance rate of 77.88%. This figure reflects how often flights departing from this airport make it to their destination on time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the center of Chicago, RFD is around 137 kilometers away. It'll take you roughly 1 hour 25 minutes to get there by car and 4 hours 15 minutes or so if you use public transport.

  • Make catching an early Chicago to Midland International Airport flight the easiest part of your journey. Book a room at one of these accommodation options close to Chicago Rockford International Airport and head to your check-in counter feeling relaxed and unhurried:

  • Airports have an on-time performance rating that monitors how often flights arrive at their destinations when they should. At RFD, that figure is 76.19%.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Midland International Airport (MAF)

  • Hop off your flight from Chicago to Midland International Airport and jump into your hotel bed shortly after. If you're looking for a comfortable option a short drive from MAF, make your way to Grand Texan Hotel and Convention Center.

Getting from Midland International Airport (MAF) to central Midland

  • Midland International Airport to the center of Midland is roughly 13 kilometers. If you're renting a car or taking a cab, plan ahead to make your trip as easy as possible. Journey times may vary based on the time of day and traffic conditions.

  • It takes roughly 2 hours 5 minutes if you're traveling on public transport.

How to find the cheapest flights from Chicago to Midland International Airport (MAF)

  • The cheapest price we've found for a one-way ticket from Chicago to Midland International Airport is $202. For a return flight on this route, the best price is $379. Depending on when you book and the availability, these fares may change.

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

  • Affordable Chicago to Midland International Airport tickets are easier to find if you're not locked into specific dates. Use the 'Whole month' search function to compare fares across every month and then choose the cheapest day.

  • You don't need to search every day to find out if prices have dropped when you set up a Price Alert. We'll let you know when a new deal shows up on plane tickets from Chicago to MAF.

  • Lock in a cheap flight from Chicago to Midland International Airport by using filters. Choose your preferred duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Midland International Airport (MAF)

  • July is the most popular month for flights from Chicago to Midland International Airport (MAF). Visit Midland in April if you prefer a quieter experience.

  • Lock in a Chicago to MAF plane ticket departing in June if you're eager to experience the city during its warmest month. Expect temperatures in Midland to range from 20ºC (68ºF) to 37ºC (99ºF).

  • Look for cheap tickets from Chicago to Midland International Airport in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between 1ºC (34ºF) and 17ºC (63ºF).

More about Midland

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Midland right here. Check out these options after locking in your flight from Chicago to Midland International Airport:

  • Every great journey has to include some sightseeing. Museum of the Southwest, The Petroleum Museum and Centennial Park are attractions you won't want to skip in Midland.

Explore more of the United States

  • Midland has plenty going for it, but there are so many other parts of the United States just waiting to be explored. Around 177 kilometers north of Midland, a trip to Lubbock will fill your itinerary to the brim. Start with leading sights like Wild West, The Buddy Holly Center and McPherson Cellars Winery.

  • Around 241 kilometers east of Midland, Abilene is another favorite stop in the United States. Experience the best of this destination with a visit to The Grace Museum, Abilene Zoo and Texas Forts Trail.

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