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$109+ Cheap flights from Midland (MAF) to Chicago (CHI)

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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — CHI
Mar 17 — Mar 241
Mon 3/17
Mon 3/24
1 adult, Economy
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Cheap flight deals from Midland to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Midland (MAF) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(United Airlines)

One-way from

$109
(American Airlines)
Provider with most accurate pricing for Midland Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Midland Intl-Chicago (CHI) flights.
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From Midland Intl to Chicago (CHI)
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One-way flight from Midland Intl to Chicago (CHI)
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Find flight deals from Midland to Chicago

Cheapest flights from Midland to Chicago
Explore the most affordable flight options available from Midland to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 12, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/73:40 pmMAF - ORD
1 stop5h 50mSouthwest
Tue 5/137:30 amORD - MAF
1 stop7h 35mSouthwest
Deal found 3/12$217
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/712:39 pmMAF - ORD
2 stops8h 39mDelta
Tue 5/1311:07 amORD - MAF
2 stops12h 55mDelta
Deal found 3/12$227
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.
Sat 4/127:13 amMAF - ORD
1 stop6h 07mAmerican Airlines
Fri 4/184:45 pmORD - MAF
1 stop7h 07mAmerican Airlines
Deal found 3/12$237
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/305:10 pmMAF - ORD
1 stop7h 00mUnited Airlines
Thu 9/49:00 amORD - MAF
2 stops12h 24mUnited Airlines
Deal found 3/12$502

Find flights from Midland to Chicago within your budget

Customize your flight search to find flights from Midland to Chicago 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 12, 2025.

Fly from

Midland

Fly to

Chicago

Route

Depart

Return

Price

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 4/7

5:00 am-10:11 am

1 stop5h 11m

Chicago O'Hare Intl

Mon 4/14

5:55 pm-11:28 pm

1 stop5h 33m

$217

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 4/7

5:27 am-6:55 pm

2 stops13h 28m

Chicago O'Hare Intl

Mon 4/14

2:52 pm-11:56 pm

2 stops9h 04m

$227

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 4/12

7:13 am-1:20 pm

1 stop6h 07m

Chicago O'Hare Intl

Fri 4/18

4:45 pm-11:52 pm

1 stop7h 07m

$237

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 5/7

1:25 pm-9:30 pm

2 stops8h 05m

Chicago O'Hare Intl

Tue 5/13

1:30 pm-6:20 pm

1 stop4h 50m

$307

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 4/1

5:00 am-9:28 am

1 stop4h 28m

$109

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 4/1

5:30 am-4:20 pm

2 stops10h 50m

$114

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 3/21

5:14 pm-10:45 pm

1 stop5h 31m

$332

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 3/21

12:27 pm-5:54 pm

3 stops29h 27m

$1,124

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Compare providers for flights from Midland to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midland to Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Midland-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Midland-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Midland-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Midland-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Midland-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midland to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Travel insights for flights from Midland to Chicago

Get recent, data-driven insights about flights from Midland to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MAF to CHI?

Find hourly flight availability from Midland to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 12, 2025.

It’s typically best to fly out from Midland to Chicago in the afternoon. Doing so could potentially save you 47% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated March 12, 2025.
Southwest
8.1
Very good
4,296 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,296 reviews
Southwest
8.1
Very good
4,296 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Alaska Airlines
8.0
Very good
9,735 reviews
Southwest
8.1
Very good
4,296 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
7,953 reviews
Southwest
8.1
Very good
4,296 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,623 reviews
Southwest
8.1
Very good
4,296 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,296 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.7

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

    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 Chicago. 3 airlines have flights from Midland Intl to Chicago on a regular basis. Booking flights from Midland Intl to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • What are the cheapest airlines flying from Midland to Chicago round-trip?

    United Airlines, at $217, was found to be the cheapest airline from Midland to Chicago.Alternate airlines to your destination round-trip include Delta and American Airlines.

  • What are the cheapest airlines to fly from Midland to Chicago one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $109. Delta flights start at $114 while deals on United Airlines start at $332 one-way.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Midland to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Midland to Chicago (average of $245). Flying from Midland to Chicago in March is currently the most expensive (average of $327). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Midland?

Book flights to Midland if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Midland to Chicago

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Top 3 airlines flying from Midland to Chicago

Discover the top 3 airlines that operate flights from Midland to Chicago. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$347FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$335Average$426FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$381Average$536FlexibilityNo cancel feeOn-time63%
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