$180 Flights from Midland International (MAF) to Chicago (CHIA)

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Flight deals from Midland International Airport to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Midland International Airport to Chicago? If you want to travel next month, round-trip fares start from $489. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Midland International to Chicago

We’re always keeping an eye on fares, to help you find the lowest one in seconds. Check out the Midland International Airport to Chicago flight prices forecast over the next 12 months.
Cheapest month:May
Most expensive month:March

Alternative Midland International to Chicago routes

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

Midland to Chicago: Flight information

The things to know before you go.
Cheapest flight found$180
Cheapest month to flyMay

Finding cheap flights from Midland International 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 round-trip flight from Midland International to Chicago is $388. 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 Midland International to Chicago. But we found flights with one or more stops from $388.
There are no flights flying from Midland International to Chicago, as of January 2026.
The cheapest month to fly from Midland International to Chicago is usually March.
If you're flying from Midland International Airport, the cheapest airport near Chicago is Chicago Midway – which is 9.0 miles away from the center of Chicago. We've found flights to this airport from $388.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Midland International Airport to Chicago on Thursday, March 26, 2026.
No airlines currently offer direct flights between Midland International 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 January, the average temperature is usually around 24°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

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

  • Chicago and Midland (where Midland International Airport is located) are both in the UTC-5 timezone. This means you won't have to change your watch when you arrive.

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

  • If you're traveling during a public holiday or another peak period, allow for even more time. A good rule is two hours before domestic flights and up to four hours before international departures. Lines at security and check-in will be longer.

  • Located around 8 miles from central Midland, MAF can be reached in about 20 minutes by car, depending on traffic. Traveling on public transport takes roughly 2 hours 5 minutes.

  • Get your flight from Midland International Airport to Chicago off to a relaxed start. Just a quick drive from MAF, spend the night at Baymont by Wyndham Midland Airport and you'll be well-rested for the trip ahead.

  • Midland International Airport has an excellent on-time record, reducing the likelihood of delays. Departures from MAF land on schedule 84.74% of the time.

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

  • The best price we've found for a one-way Midland International Airport to Chicago flight is $180. The cheapest price for a return flight is $388. Bear 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 pick up cheap flights from MAF to Chicago if you book in advance. Airlines often offer some great early bird deals.

  • Landing cheap tickets from Midland International Airport to Chicago is easier if you're flexible with your travel dates. Try using the 'Whole month' tool to access the best prices throughout the month and pick up a fantastic deal.

  • There's no need to check in daily to see if fares have dropped when you create a Price Alert. We'll notify you when there's an extra saving on cheap flights from MAF to Chicago.

  • Tailor your flights with filters. Select your ideal departure and arrival times, total journey duration and airlines. You can also sort results by 'Cheapest,' 'Best' or 'Fastest' flights from Midland International Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 25 miles. It'll take you around 35 minutes to get to the center driving.

  • Traveling to the center by public transport typically takes 55 minutes.

  • Consider booking a hotel near ORD if you're coming in on a late flight from Midland International Airport to Chicago. Select one of these accommodation options and make your first night all about rest:

  • Say yes to new adventures by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget to explore Chicago and beyond.

  • Lock in the best deal by reserving your vehicle from O'Hare International Airport about four weeks in advance of your flight from MAF to Chicago.

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

Chicago Midway International Airport (MDW)

  • After your flight from Midland International Airport to Chicago has landed, you can make your way to the city center in about 20 minutes by car. Central Chicago is roughly 12 miles from Chicago Midway International Airport (MDW).

  • You can expect the trip to take about 45 minutes on public transport.

  • You'll find some comfortable places to drop your things at near MDW. Settle in and get cozy after your MAF to Chicago flight at one of these well-located options:

  • The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and get going in the blink of an eye.

  • Snap up the best price by securing your ride from MDW four weeks ahead of time. You can also expect to have a bigger selection of vehicles.

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

Chicago Rockford International Airport (RFD)

  • Step off your flight from Midland International Airport to Chicago and make your way to your hotel or jump right into sightseeing. Central Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and typically takes 1 hour 25 minutes to reach driving.

  • The journey takes roughly 4 hours 15 minutes by public transport.

  • Enjoy an unhurried start to your trip by staying at a hotel near RFD after your MAF to Chicago flight. Recharge after a day of travel or just take a moment to get your bearings in a new city at:

  • Take control of the next leg of your trip with a Chicago Rockford International Airport rental car. Budget, Alamo and National are reliable rental providers.

  • If you'd like a specific type of vehicle, booking early gives you a better shot at finding what you want. Reserve your ride from RFD a couple of weeks ahead of your flight from Midland International Airport to Chicago.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • Plan your trip to Chicago during the high season if you want a busy atmosphere, but remember that hotel prices are usually higher. Alternatively, book your flights from Midland International Airport to Chicago during the off-season when prices are cheaper and it's quieter.

  • Book a Midland International Airport to Chicago plane ticket with a departure in July to visit the city during its warmest month. You can expect temperatures to range from 59ºF to 84ºF.

  • January has average temperatures of between 10ºF and 37ºF. Search for a cheap ticket from MAF to Chicago around that time if you like cooler conditions.

More about Chicago

  • Start your Chicago trip right by choosing the perfect place to stay. As soon as you've booked your flight from Midland International Airport to Chicago, browse our range of accommodation options including:

  • There are so many things to discover in this city it can be difficult to know where to start. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are leading attractions which should be on every Chicago itinerary.

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be discovered once you've seen Chicago. Around 280 miles away to the south-east, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 160 miles south-east of Chicago, Indianapolis is another favorite stop in United States. Experience the best of this destination with a visit to The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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