- Must visit
Permian Basin Petroleum Museum
Engaging regional museum on petroleum science and West Texas energy history with large outdoor equipment displays and family-friendly exhibits.
Flights from Chicago, IL to Midland, TX depart on average 47 times per day, taking around 4h 17m. Cheap flight tickets for this journey start at $351 but you can travel from only $221 by bus.
The earliest flight runs at 05:00, the last at 21:39. The fastest flight covers the 1045 miles (1683 km) distance in 3h 46m. May is the cheapest month to fly.
Distance 1045 miles (1683 km) |
Average flight duration 4h 17m |
Cheapest ticket price $351 |
Flights per day 47 |
Fastest flight 3h 46m |
First flight 5:00 AM |
Last flight 9:39 PM |
Cheapest Month May |
Cheapest Day Thu |
High Season Apr - Jun |
Low Season Oct - Dec |
Best time to book 3 days |
Cheapest price on Sep 20
$565
Average ticket price on Sep 20
$565
Fastest journey on Sep 20
5 h 37 m
Average journey duration on Sep 20
5 h 37 m
Flights on Sep 20
1
Distance
1683 km
The best way to find a cheap flight ticket from Chicago, IL to Midland, TX is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Midland, TX will cost around $565 if you buy it on the day, but the cheapest tickets can be found for only $565.
On Sun, Sep 20, we found 1 flights from Chicago, IL to Midland, TX, including 1 direct services.
On Sun, Sep 20 the direct flights cover the 1683 km distance in an average of 5 h 37 m but if you time it right, some flights will get you there in just 5 h 37 m .
On Sun, Sep 20 the longest flights will take 5 h 37 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


The table below shows live departures for Chicago, IL to Midland, TX flights for today, Saturday, September 19. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
UA1921 · UA5266 | 5:53 PM O'Hare International Airport | 5h51 | 11:44 PM Midland International Airport | 1 transfer | |
UA2139 · UA5266 | 6:28 PM O'Hare International Airport | 5h16 | 11:44 PM Midland International Airport | 1 transfer | |
UA1161 · UA5333 | 9:35 PM O'Hare International Airport | 15h18 | 12:53 PM Midland International Airport | 1 transfer | |
| Sunday, September 20 | |||||
![]() | 10:48 AM Chicago, IL | 5h37 | 4:25 PM Midland, TX | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Midland, TX — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Midland, TX trip today.
Engaging regional museum on petroleum science and West Texas energy history with large outdoor equipment displays and family-friendly exhibits.
Home museum preserving the former president's Midland life, with exhibits on the Bush family, 1950s domestic life, and local history.
Contemporary art venue presenting changing exhibitions by regional and national artists in an accessible downtown gallery setting.
Large urban park with trails, wildlife, and a bird sanctuary; a favorite spot for walking, picnics, and quiet time near downtown.
Scenic museum campus with historic homes, gardens, and shaded paths that make for an easy cultural walk in central Midland.
Central downtown square used for festivals, markets, and seasonal events, surrounded by civic buildings and easy to explore on foot.
Find answers to the most common questions about traveling from Chicago, IL to Midland, TX by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Midland, TX, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Midland, TX flights use the O'Hare International Airport to Midland International Airport airport pair. Use this guide to compare Chicago, IL and Midland, TX airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Midland International Airport is 13 km from Midland city centre. Public transport options include:
Midland International Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Food court available with multiple options.
Free Wi-Fi is available throughout the airport. ATMs are located near the main entrance.
Ticket office support is available at Midland International Airport.
Available at Midland International Airport: Parking, Taxis, WC.
Accessibility facilities are available at Midland International Airport: The airport is wheelchair accessible with assistance available.
Here are some other resources that might have the information you need