Cheap Flights from Chicago to Midland International

Compare Chicago to Midland International flight deals

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Flight deals from Chicago to Midland International

Looking for a cheap last-minute deal or the best return flight from Chicago to Midland International Airport? If you want to travel next month, return fares start from R 8,234. Find the lowest prices on one-way and return 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 August.

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 foundR 3,468
Cheapest month to flyAugust

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

The best price we found for a return flight from Chicago to Midland International is R 5,699. 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 R 5,689.
As of May 2026, there are no flights flying from Chicago to Midland International.
The cheapest month to fly from Chicago to Midland International is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Midland International Airport on Tuesday, 25 August 2026.
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 Southwest Airlines .

Flying from Chicago to Midland International Air and Space Port (MAF): What you need to know

  • Midland International Air and Space Port is located in Midland. The city's timezone is UTC-6, which is the same as Chicago.

  • Get to the airport on time so you don't miss your flight from Chicago to MAF. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the mad dash to your gate.

  • Peak months like July or high seasons such as Thanksgiving and Christmas/New Year will mean bigger waits at check-in and security. If you're travelling then, play it safe and get to the terminal even earlier. Arriving two hours before a domestic flight and up four hours ahead of international flights is a wise idea.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Located around 27 kilometres from the centre of Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey by public transport is roughly 45 minutes.

  • Want a stress-free start to your journey? Stay near Chicago O'Hare International Airport. Whether you're catching an early flight from Chicago to Midland International Air and Space Port or just don't like being rushed, these hotels offer the perfect solution:

  • Of all flights departing from Chicago O'Hare International Airport, 70% land on time at their destination.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 16 kilometres from central Chicago. It takes 25 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 30 minutes.

  • Want to enjoy an extra night away before boarding your Chicago to MAF flight? Relax in a hotel near Chicago Midway International Airport before your adventure officially starts. These stays have your key waiting:

  • Chicago Midway International Airport has an on-time performance rate of 76%. This figure reflects how often flights that take off from this airport reach their destination on schedule.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the centre of Chicago, RFD is around 145 kilometres away. It'll take you roughly 1 hour 40 minutes to get there by car and 2 hours or so on public transport.

  • Stay in bed a little longer and still make your Chicago to Midland International Air and Space Port flight with time to spare. These accommodation options near Chicago Rockford International Airport make departure day effortless if you're flying out early:

  • Airports have an on-time performance rating that tracks how often flights arrive at their destinations as expected. At RFD, that rate is 71%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Midland International Air and Space Port (MAF)

Getting from Midland International Air and Space Port (MAF) to central Midland

  • From Midland International Air and Space Port, central Midland is around 13 kilometres away. It takes about 15 minutes to reach the city centre by car.

  • Travelling on public transport takes roughly 30 minutes.

How to find the cheapest flights from Chicago to Midland International Air and Space Port (MAF)

  • Right now, R 3,468 is the best price we've found for a one-way ticket from Chicago to Midland International Air and Space Port. The cheapest price for a return flight is R 5,699. Keep in mind fares may change due to demand at the time of booking.

  • Don't wait until the last minute. You're more likely to walk away with cheap flights from Chicago to MAF if you book in advance. Airlines often offer some fantastic early bird rates.

  • The 'Whole month' search tool will show you the cheapest Chicago to Midland International Air and Space Port tickets throughout the entire month. It's an easy way to find a bargain if your dates aren't set in stone.

  • Save time searching for cheap plane tickets from Chicago to MAF by creating a Price Alert. We'll send you an email or push notification on the app when a lower fare pops up.

  • Filters make it easier to land a deal on your flight from Chicago to Midland International Air and Space Port. Choose the departure times, airlines and number of stops that make sense for you. Then sort the results by 'Cheapest' to find the lowest price right away.

The best time to fly from Chicago to Midland International Air and Space Port (MAF)

  • Think about the kind of holiday you want when planning your trip dates. December is the quietest month to go to Midland. September is when most people book flights from Chicago to Midland International Air and Space Port (MAF), which may be ideal if you enjoy travelling when it's busier.

  • Book a Chicago to MAF plane ticket departing in August if you're eager to visit the city during its warmest month. Expect temperatures in Midland to range from 22ºC (72ºF) to 38ºC (100ºF).

  • If you want cooler conditions, look for a cheap ticket from Chicago to Midland International Air and Space Port in January when temperatures are between -1ºC (30ºF) and 17ºC (63ºF).

More about Midland

  • Once you've booked your flight from Chicago to Midland International Air and Space Port, find a hotel that offers the right mix of comfort and location. Make one of these options your base for exploring Midland:

  • All great adventures should include a little sightseeing. Museum of the Southwest, The Petroleum Museum and Sibley Nature Centre are must-visits when exploring Midland.

Explore more of the United States

  • Lubbock is just one of the many places in the United States waiting to be discovered once you've taken in the sights of Midland. Around 177 kilometres away to the north, its best attractions include The Buddy Holly Centre, McPherson Cellars Winery and American Wind Power Centre.

  • If you're interested in discovering another corner of the United States, head for Abilene, roughly 241 kilometres east of Midland. The Grace Museum, Abilene Zoo and 12th Armoured Museum are the start of reasons to visit.

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