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$214+ Cheap flights from Midland (MAF) to Illinois

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — ORD
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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Cheap flight deals from Midland to Illinois

Cheapest flights from Midland to Illinois
Explore the most affordable flight options available from Midland to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.

This American Airlines deal was found by Cheapflights users on 3/9. 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.
Mon 3/306:07 pm
MAF
-
ORD
1 stop5h 29m
American Airlines
Wed 4/111:45 am
ORD
-
MAF
1 stop5h 44m
American Airlines
Deal found 3/9$360
This Southwest deal was found by Cheapflights users on 3/11. 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 4/157:15 am
MAF
-
ORD
1 stop7h 45m
Southwest
Thu 4/163:45 pm
ORD
-
MAF
2 stops7h 25m
Southwest
Deal found 3/11$365
This United Airlines deal was found by Cheapflights users on 3/11. 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 4/157:00 pm
MAF
-
ORD
1 stop5h 45m
United Airlines
Thu 4/165:15 pm
ORD
-
MAF
1 stop6h 00m
United Airlines
Deal found 3/11$370
This American Airlines deal was found by Cheapflights users on 3/12. 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.
Mon 5/116:16 pm
MAF
-
ORD
1 stop5h 32m
American Airlines
Sun 5/176:57 am
ORD
-
MAF
1 stop5h 19m
American Airlines
Deal found 3/12$435
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 5/25:06 pm
MAF
-
ORD
1 stop7h 39m
United Airlines
Tue 5/53:00 pm
ORD
-
MAF
1 stop7h 15m
United Airlines
Deal found 3/9$436
This Southwest deal was found by Cheapflights users on 3/9. 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 3/305:20 am
MAF
-
ORD
2 stops9h 45m
Southwest
Wed 4/14:15 pm
ORD
-
MAF
1 stop5h 50m
Southwest
Deal found 3/9$446

Find flight deals from Midland to Illinois

Keep the following information in mind while searching for Midland to Illinois flight deals. Data was last updated March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$360
(American Airlines)

One-way from

$214
(American Airlines)

Popular in

January

Cheapest in

November

Average price

$421
Provider with most accurate pricing for Midland Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Midland Intl-Chicago (CHI) flights.
Search Deals
From Midland Intl to Illinois
Search Deals
One-way flight from Midland Intl to Illinois
Search Deals
Highest demand for flights based on searches. 43% potential increase in price ($363 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midland to Illinois 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 March 13, 2026.
Use the filters below to find and compare flights from Midland to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 4/15

7:00 pm-12:45 am

1 stop5h 45m

Chicago O'Hare Intl

Thu 4/16

5:15 pm-11:15 pm

1 stop6h 00m

$370

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 5/2

5:06 pm-12:45 am

1 stop7h 39m

Chicago O'Hare Intl

Tue 5/5

3:00 pm-10:15 pm

1 stop7h 15m

$436

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 5/11

2:15 pm-9:45 pm

1 stop7h 30m

Chicago O'Hare Intl

Sun 5/17

8:15 am-1:45 pm

1 stop5h 30m

$456
Cheapest one-way

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 5/10

2:15 pm-9:45 pm

1 stop7h 30m

$214

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 5/10

5:25 am-1:15 pm

2 stops7h 50m

$219
Quickest one-way

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 3/22

2:30 pm-9:25 pm

1 stop6h 55m

$244

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 3/22

5:30 am-12:50 pm

2 stops7h 20m

$315

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 5/10

6:02 am-2:35 pm

3 stops56h 33m

$731

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 3/22

2:30 pm-3:06 pm

3 stops48h 36m

$882

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Sorted by cheapest first

Best time to book a flight from Midland to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Midland 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 Midland to Illinois
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated March 13, 2026.
Get a feel of what it's like to fly with Southwest and American Airlines from Midland to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,318 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,318 reviews
Southwest
8.0
Very good
4,318 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,446 reviews
Southwest
8.0
Very good
4,318 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Related info for your journey

Find useful and relevant information for your journey from Midland to Illinois. 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 from for flights from Midland to Illinois?

    Midland Intl (MAF), located 8.2 mi from the city center, is the airport you fly out of when you book flights from Midland to Illinois.

  • How long is the flight from Midland to Illinois?

    Departing from Midland to Illinois will take you 5h 45m. The distance from Midland to Illinois is about 1047 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midland to Illinois 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

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Alternative routes for Midland to Illinois

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Top 2 airlines flying from Midland to Illinois

Discover the top 2 airlines that operate flights from Midland to Illinois. 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 March 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$446FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$365FlexibilityNo cancel feeOn-time71%

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