Cheap Flights from Midland to Chicago

Compare Midland to Chicago flight deals

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Flight deals from Midland Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Midland Airport to Chicago? If you want to travel next month, return fares start from R 4,059. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Midland to Chicago

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

Direct flights from Midland to Chicago

Midland to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 3,203
Cheapest month to flyMarch
Average flight time1 hr, 31 mins
Most popular airlineSkyWest Airlines
Average flights per week50

Finding cheap flights from Midland 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 Midland to Chicago is R 4,059. 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.
1 hour and 31 minutes is the average flight time from Midland to Chicago.
SkyWest Airlines, United and Emirates fly direct from Midland to Chicago.
As of March 2026, there are 50 flights per week flying from Midland to Chicago.
The cheapest month to fly from Midland to Chicago is usually April.
If you're flying from Midland 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 R 4,059.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Midland Airport to Chicago on Friday, 17 April 2026.
Yes – the average flight time is 1 hour and 31 minutes.
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 March, the average temperature is usually around 3°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, United offers the cheapest flight tickets to Chicago.

Travelling from MBS International Airport (MBS) to Chicago: what you need to know

  • Jump on a direct flight from MBS International Airport to Chicago and you'll be in the air for around 1 hour 15 minutes.

  • MBS International Airport is located in Midland. Following the UTC-5 timezone, Chicago is one hour behind Midland.

  • The most popular route is from MBS International Airport (MBS) to O'Hare International Airport (ORD). There are 21 weekly services between these two airports. If you'd like to head off as soon as possible, the earliest flight from MBS to ORD is the 07:00 United Airlines option. If you prefer to leave later in the day, the final departure is at 16:46 with United Airlines.

  • To avoid rushing for your MBS to Chicago flight, allow plenty of time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the general rule.

  • Heading off during a peak period like a bank holiday? Expect longer queues at security and check-in. To play it safe, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • Direct MBS International Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) is where you'll be landing.

  • United Airlines is a well-known carrier that operates direct flights from MBS International Airport to Chicago.

  • Central Midland to MBS is around 16 kilometres. Depending on traffic conditions, it'll take about 20 minutes to reach there if you're driving, ride-sharing or catching a cab.

  • Of all flights departing from MBS International Airport, 68.27% land on schedule at their destination.

  • MBS is located at 8500 Garfield Road, Suite 101.

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

  • R 3,203 is the lowest price we've seen for a one-way MBS International Airport to Chicago flight. A round-trip flight ticket right now is R 4,059. Depending on how early you book and the availability, these fares can change.

  • To pick up cheap flights from MBS to Chicago, book your trip three months ahead of your planned departure.

  • The best month for scoring cheap MBS International Airport to Chicago tickets is July. Use the 'Whole month' tool to compare prices, then choose the dates with the lowest fares.

  • Picking up a cheap flight from MBS 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 notify you when a deal gets even better.

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

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to reach the centre driving.

  • It'll take around 55 minutes if you're travelling by public transport.

  • If you're arriving on a late flight from MBS International Airport to Chicago, nothing beats the convenience of staying close to the terminal. Collect your bags from the carousel and then be showered and resting not long after at one of these accommodation options near ORD:

  • Get on the fast track to adventure 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.

  • For the best deal, book your ride from O'Hare International Airport about four weeks in advance of your flight from MBS to Chicago.

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

Chicago Midway International Airport (MDW)

  • After your flight from MBS International Airport to Chicago has arrived, you can reach the city centre in about 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • If you travel by public transport, the ride to the centre takes 45 minutes or so.

  • There are some comfortable places ready to welcome you near MDW. Unwind and get cosy after your MBS to Chicago flight at one of these perfectly located options:

  • Forget about public transport schedules or waiting in a long cab line. Pick up a Chicago Midway International Airport rental car and go in any direction that inspires you. Check out the availability and rates from Dollar, Hertz and Budget.

  • Lock in the lowest price by securing your ride from MDW four weeks in advance. You'll also have access to a wider range of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Step off your flight from MBS International Airport to Chicago and go straight to your hotel or start exploring right away. Central Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to drive there.

  • The journey takes about 4 hours 15 minutes when travelling by public transport.

  • Find a hotel near RFD and go from landing to lounging in your room in a flash. Whether you're arriving on a late MBS to Chicago flight or just want to keep your travel plans simple, these accommodation options will have you settling in quickly:

  • Whether you're searching for a mini for solo travel or an SUV to fit everyone and their gear, you'll find the right Chicago Rockford International Airport rental car for you. Explore the range of wheels available from suppliers such as Budget, Alamo and National.

  • Booking a couple of weeks in advance of your flight from MBS International Airport to Chicago is a smart move. Along with better prices, you'll be able to choose the vehicle make and model you prefer at RFD.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • Visit Chicago during the high season if you like a busy atmosphere, but remember that prices tend to be higher. Alternatively, book your flights from MBS International Airport to Chicago in the off-season when prices are cheaper and it's quieter.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your MBS International Airport to Chicago flight ticket then if that's your idea of comfortable weather.

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from MBS to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

Explore more of United States

  • Columbus is just one of the many cities in United States waiting to be explored once you've taken in the sights of Chicago. Around 451 kilometres away to the south-east, popular attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in United States. Experience major highlights starting with 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.