US$176️ Cheap Flights from Chicago to Midland (2024)

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Chicago to Midland - Flights Starting at US$176

Book one-way or return flights from Chicago to Midland from as little as US$176. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

We monitor flight fares to help you seize the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Chicago to Midland

View airlines operating flights from Chicago to Midland. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From US$176

American Airlines

From US$227

United Airlines

From US$237

Delta Air Lines

From US$238

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Midland

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Midland.

Cheapest
ORD
19:15
18h 51m
1 transfer
MAF
14:06
O'Hare International Airport - Midland International Airport
Thu, Jun 13Frontier Airlines
US$176
MDW
10:30
5h 53m
2 transfer
MAF
16:23
Midway International Airport - Midland International Airport
Sat, Apr 27Frontier Airlines
US$277
MDW
10:30
5h 53m
2 transfer
MAF
16:23
Midway International Airport - Midland International Airport
Sat, Apr 27Frontier Airlines
US$277
Find More Flights

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Midland (MAF) the cheapest?
Airlines adjust prices for flights from Chicago to Midland based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Midland (MAF) cost?
According to Trip.com's data, the lowest price is around $444.

How to find a cheap flight from Chicago to Midland

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Midland. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

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