Midland

$221+ Cheap flights from Illinois to Midland (MAF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MAF
Mar 6 — Mar 131
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Cheap flight deals from Illinois to Midland

Cheapest flights from Illinois to Midland
Explore the most affordable flight options available from Illinois to Midland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/304:15 pm
ORD
-
MAF
1 stop6h 40m
Southwest
Tue 4/72:20 pm
MAF
-
ORD
1 stop8h 35m
Southwest
Deal found 2/3$371
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:00 am
ORD
-
MAF
1 stop6h 52m
American Airlines
Tue 3/35:00 am
MAF
-
ORD
1 stop4h 45m
American Airlines
Deal found 2/4$382
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:00 am
ORD
-
MAF
1 stop4h 42m
American Airlines
Sat 5/26:16 pm
MAF
-
ORD
1 stop5h 32m
American Airlines
Deal found 2/3$383
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/202:50 pm
STL
-
MAF
1 stop7h 25m
United Airlines
Mon 3/232:48 pm
MAF
-
STL
1 stop7h 28m
United Airlines
Deal found 2/1$387
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/205:45 am
STL
-
MAF
2 stops6h 45m
Southwest
Mon 3/232:25 pm
MAF
-
STL
1 stop4h 20m
Southwest
Deal found 2/1$392
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:20 pm
ORD
-
MAF
1 stop5h 55m
United Airlines
Sun 3/157:03 pm
MAF
-
ORD
1 stop4h 56m
United Airlines
Deal found 2/3$407
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/195:45 am
STL
-
MAF
1 stop5h 23m
American Airlines
Sun 6/215:23 pm
MAF
-
STL
1 stop4h 11m
American Airlines
Deal found 2/1$412
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:41 am
STL
-
MAF
1 stop7h 38m
United Airlines
Sun 2/2211:45 am
MAF
-
STL
1 stop5h 13m
United Airlines
Deal found 2/3$467
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:40 pm
ORD
-
MAF
2 stops8h 15m
Southwest
Sun 3/155:30 am
MAF
-
ORD
1 stop5h 40m
Southwest
Deal found 2/3$482
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/174:00 pm
ORD
-
MAF
1 stop5h 44m
United Airlines
Sat 2/217:00 am
MAF
-
ORD
1 stop5h 37m
United Airlines
Deal found 2/1$487
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1810:25 am
STL
-
MAF
2 stops7h 05m
Southwest
Sun 2/227:25 am
MAF
-
STL
2 stops7h 50m
Southwest
Deal found 2/3$489
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/172:15 pm
ORD
-
MAF
2 stops8h 20m
Southwest
Sat 2/216:20 am
MAF
-
ORD
1 stop7h 45m
Southwest
Deal found 2/2$492

Find flight deals from Illinois to Midland

Keep the following information in mind while searching for Illinois to Midland flight deals. Data was last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$371
(Southwest)

One-way from

$221
(United Airlines)

Popular in

August

Cheapest in

September

Average price

$582
Provider with most accurate pricing for Chicago (CHI)-Midland Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Midland Intl flights.
From Illinois to Midland Intl
One-way flight from Illinois to Midland Intl
Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Midland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Illinois to Midland that are best for you.

Fly from

Illinois

Fly to

Midland

Route

Depart

Return

Price

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 3/30

4:15 pm-10:55 pm

1 stop6h 40m

Midland Intl

Tue 4/7

2:20 pm-10:55 pm

1 stop8h 35m

$371

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 2/26

5:00 am-11:52 am

1 stop6h 52m

Midland Intl

Tue 3/3

5:00 am-9:45 am

1 stop4h 45m

$382

St. LouisMidland

STL - MAF

STLMAF

Lambert-St Louis

Fri 3/20

2:50 pm-10:15 pm

1 stop7h 25m

Midland Intl

Mon 3/23

2:48 pm-10:16 pm

1 stop7h 28m

$387

St. LouisMidland

STL - MAF

STLMAF

Lambert-St Louis

Fri 3/20

5:45 am-12:30 pm

2 stops6h 45m

Midland Intl

Mon 3/23

2:25 pm-6:45 pm

1 stop4h 20m

$392

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 3/6

5:20 pm-11:15 pm

1 stop5h 55m

Midland Intl

Sun 3/15

7:03 pm-11:59 pm

1 stop4h 56m

$407

St. LouisMidland

STL - MAF

STLMAF

Lambert-St Louis

Fri 6/19

5:45 am-11:08 am

1 stop5h 23m

Midland Intl

Sun 6/21

5:23 pm-9:34 pm

1 stop4h 11m

$412

St. LouisMidland

STL - MAF

STLMAF

Lambert-St Louis

Wed 2/18

8:41 am-4:19 pm

1 stop7h 38m

Midland Intl

Sun 2/22

11:45 am-4:58 pm

1 stop5h 13m

$467

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 3/6

2:40 pm-10:55 pm

2 stops8h 15m

Midland Intl

Sun 3/15

5:30 am-11:10 am

1 stop5h 40m

$482

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/17

4:00 pm-9:44 pm

1 stop5h 44m

Midland Intl

Sat 2/21

7:00 am-12:37 pm

1 stop5h 37m

$487

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/17

2:15 pm-10:15 pm

1 stop8h 00m

Midland Intl

Sat 2/21

6:20 am-2:05 pm

1 stop7h 45m

$487

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 21 results
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Best time to book a flight from Illinois to Midland

Have a flexible travel schedule? Discover the best time to fly to Midland from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Midland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Midland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Midland from Illinois?

    Most people fly into Midland Intl (MAF) if they book a flight to Midland from Illinois. Midland Intl is conveniently located just 8.2 mi from Midland’s city center.

  • How long is the flight from Illinois to Midland?

    Southwest, American Airlines, and United Airlines can get you from Illinois to Midland in just under 4h 42m. Your travel time can differ by up to 2h 43m. Airlines will cover a distance of 1047 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Illinois to Midland that include hotel bookings?

    Yes. In addition to deals on Illinois to Midland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Midland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Midland.

  • Can I find deals for business class flights from Illinois to Midland?

    Yes. Cheapflights offers flight deals from Illinois to Midland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Midland?

Book flights to Midland if you plan to visit one of these locations
Fort Stockton
Barstow

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Alternative routes for Illinois to Midland

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Illinois to Midland

Discover the top 2 airlines that operate flights from Illinois to Midland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$377FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$285Average$372FlexibilityNo cancel feeOn-time69%

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