Cheap flights from Midland to Chicago from $80
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Midland to Chicago departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Midland to Chicago
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How to get the cheapest flight ticket from Midland to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Midland and Chicago?
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $335. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Midland to Chicago for around $703.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Midland to Chicago during this time can be as low as $286. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $534.
When to book flights from Midland to Chicago
Cheap Midland to Chicago (MAF to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Midland to Chicago
How far is Midland Intl to Chicago by plane?
The distance between Midland Intl and Chicago is about 1046.8 mi. In terms of flight time, this usually takes a little over 4h 53m.
When did momondo last update prices for flights from Midland Intl Airport to Chicago?
Prices for flights from Midland Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Midland Intl Airport to Chicago?
As of July 2025, there are 2 operators available to choose from for flights from Midland Intl Airport to Chicago.
How old do you have to be to fly from Midland Intl Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Midland Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Midland to Chicago?
Based on momondo bookings for flights between Midland and Chicago, the leading airline is Southwest, making up 60% of the total bookings. Other popular airlines include American Airlines with 40%.
Best airlines flying from Midland to Chicago
Compare and see reviews for airlines that fly from Midland to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $216 | Free Cancellation | Rating 8.0 4,258 reviews | |||
| PriceFrom $255 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Midland to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Midland to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Midland to Chicago with flexible booking policies on momondo?
All flight searches from Midland to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Midland to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Midland to Chicago.
I’m not ready to book a flight from Midland to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Midland to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.