Cheap Flights from Midland to Chicago

Compare Midland to Chicago flight deals

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

Book the best Chicago fare with no extra fees

Flight deals from Midland 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 3,854. 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 June.

Direct flights from Midland to Chicago

Midland to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 2,366
Cheapest month to flyJune
Average flight time1 hr, 30 mins
Most popular airlineUnited
Average flights per week129

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 3,823. 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 30 minutes is the average flight time from Midland to Chicago.
United, SkyWest Airlines and Emirates fly direct from Midland to Chicago.
As of June 2026, there are 43 flights per week flying from Midland to Chicago.
The cheapest month to fly from Midland to Chicago is usually November.
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 3,823.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Midland Airport to Chicago on Tuesday, 24 November 2026.
Yes – the average flight time is 1 hour and 30 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 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, United offers the cheapest flight tickets to Chicago.

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

  • Approximately 1 hour 15 minutes is how long you can expect to be travelling on a direct flight from MBS International Airport to Chicago.

  • The timezone in Chicago is UTC-6. The city is one hour behind Midland, where MBS International Airport is located.

  • With 21 flights a week between the two airports, MBS International Airport (MBS) to Chicago O'Hare International Airport (ORD) is the busiest route. United Airlines operates the earliest flight at 07:00. If you prefer to get more out of your day before leaving, the last departure from MBS to ORD is with United Airlines at 16:46.

  • Leave plenty of time to catch your MBS to Chicago flight. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • During popular months like July, it's a good idea to get to the airport even earlier. Plan to arrive two hours before domestic departures and four hours ahead for an international flight when you travel during high season in general.

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

  • Book your seat with United Airlines. This well-known carrier operates direct flights from MBS International Airport to Chicago.

  • Travelling from central Midland to MBS takes about 40 minutes on public transport. If you drive, ride-share or grab a taxi, you'll cover the 16 kilometres in 20 minutes or so, depending on traffic conditions.

  • When it comes to MBS International Airport's on-time performance, 68% of flights meet their scheduled arrival time.

  • The address for MBS is 8500 Garfield Road, Suite 101.

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

  • The lowest price we've found for a one-way MBS International Airport to Chicago flight is R 2,366. The cheapest price for a return flight is R 3,823. Bear in mind fares can change due to availability at the time of booking.

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

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

  • Picking up a cheap flight from MBS to Chicago is easy with Price Alerts. Simply set up one of these automatic notifications and we'll get in touch as soon as the price has dropped.

  • Snag an affordable flight from MBS International Airport to Chicago with the help of our filters. Select your ideal times, airlines and number of stops, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It'll take you around 30 minutes to get to the centre driving.

  • It takes around 45 minutes to get there using public transport.

  • The last thing you want is a long journey to your hotel if you're arriving on a late flight from MBS International Airport to Chicago. Reserve one of these accommodation options near ORD instead:

  • Reserving your vehicle from Chicago O'Hare International Airport around four weeks ahead of your flight from MBS to Chicago can help you secure the lowest rate.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from MBS International Airport to Chicago has touched down, you can make your way to the city centre in about 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • If you travel by public transport, the ride to the centre will take you 30 minutes or so.

  • After stepping off your MBS to Chicago flight, rest your head at a hotel near MDW. These are some comfortable options that'll help you get into relaxation mode:

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

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Find your way to the city centre after your flight from MBS International Airport to Chicago has arrived. Central Chicago is about 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to reach by car.

  • If you use public transport, the journey will take you around 2 hours.

  • Reserve a hotel near RFD and get from baggage claim to your bed in a snap. Whether you have a late MBS to Chicago flight or just want to keep your travel plans simple, these stays put comfort right within reach:

  • Rental providers sometimes offer discounts for early bookings, so reserve your vehicle from RFD a few weeks in advance of your flight from MBS International Airport to Chicago. A little planning can save you money.

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

Best time to go to Chicago

  • January is the quietest month for flights from MBS International Airport to Chicago, while July is the most popular. Figure out the best time to go to Chicago based on whether you want a laid-back vibe or a more bustling atmosphere.

  • Lock in a MBS International Airport to Chicago plane ticket with a departure in July to experience the city during its warmest month. Expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • Search for cheap tickets from MBS to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of the United States

  • Chicago has plenty to offer, but there are so many other parts of the United States waiting to be discovered. About 451 kilometres southeast of Chicago, a trip to Columbus will keep your itinerary busy. Start with leading sights like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Indianapolis is another essential stop in the United States and is around 257 kilometres southeast of Chicago. No journey is complete without visiting Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.