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$154+ Cheap flights from Mason City (MCW) 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
MCW — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Mason City to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Mason City (MCW) 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 September 15, 2025.

Round-trip from

$242
(United Airlines)

One-way from

$154
(United Airlines)

Good round-trip deal

$203 or less

Good one-way deal

$253 or less
From Mason City to Chicago (CHI)
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One-way flight from Mason City to Chicago (CHI)
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Price to beat on a round-trip flight from Mason City to Chicago (CHI).
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Price to beat on a one-way flight from Mason City to Chicago (CHI).
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Find flight deals from Mason City to Chicago

Cheapest flights from Mason City to Chicago
Explore the most affordable flight options available from Mason City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/910:00 amMCW - ORD
Nonstop1h 33mUnited Airlines
Tue 10/214:50 pmORD - MCW
Nonstop1h 32mUnited Airlines
Deal found 9/14$202
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/46:56 pmMCW - ORD
Nonstop1h 29mUnited Airlines
Thu 11/134:50 pmORD - MCW
Nonstop1h 26mUnited Airlines
Deal found 9/15$242
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 9/2810:00 amMCW - ORD
Nonstop1h 33mUnited Airlines
Sun 10/57:45 amORD - MCW
Nonstop1h 25mUnited Airlines
Deal found 9/13$252
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 9/2810:00 amMCW - ORD
Nonstop1h 33mUnited Airlines
Thu 10/24:50 pmORD - MCW
Nonstop1h 32mUnited Airlines
Deal found 9/13$302
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 9/1510:00 amMCW - ORD
Nonstop1h 33mUnited Airlines
Sun 10/194:50 pmORD - MCW
Nonstop1h 32mUnited Airlines
Deal found 9/14$352

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mason City 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 September 15, 2025.
Use the filters below to find and compare flights from Mason City to Chicago that are best for you.

Fly from

Mason City

Fly to

Chicago

Route

Depart

Return

Price

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Thu 10/9

10:00 am-11:33 am

Nonstop1h 33m

Chicago O'Hare Intl

Tue 10/21

4:50 pm-6:22 pm

Nonstop1h 32m

$202

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sun 10/12

6:57 pm-8:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Sun 10/19

4:50 pm-6:22 pm

Nonstop1h 32m

$242

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Tue 11/4

6:56 pm-8:25 pm

Nonstop1h 29m

Chicago O'Hare Intl

Thu 11/13

4:50 pm-6:16 pm

Nonstop1h 26m

$242

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sat 10/11

6:57 pm-8:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Sat 10/18

4:50 pm-6:22 pm

Nonstop1h 32m

$242

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sun 12/14

10:00 am-11:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Sat 1/17

4:49 pm-6:20 pm

Nonstop1h 31m

$242

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sun 9/28

10:00 am-11:33 am

Nonstop1h 33m

Chicago O'Hare Intl

Sun 10/5

7:45 am-9:10 am

Nonstop1h 25m

$252

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sun 9/28

6:57 pm-8:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Fri 10/3

4:50 pm-6:22 pm

Nonstop1h 32m

$302

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sun 9/28

10:00 am-11:33 am

Nonstop1h 33m

Chicago O'Hare Intl

Thu 10/2

4:50 pm-6:22 pm

Nonstop1h 32m

$302

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Mon 9/29

6:57 pm-8:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Fri 10/3

7:45 am-9:10 am

Nonstop1h 25m

$302

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Fri 11/21

10:00 am-11:29 am

Nonstop1h 29m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 15 results
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Best time to book a flight from Mason City to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Mason City 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 Mason City to Chicago

What is the cheapest month to book a flight from Mason City to Chicago?

Currently, August is the cheapest month in which you can book a flight from Mason City to Chicago (average of $245). Flying from Mason City to Chicago in March is currently the most expensive (average of $321). 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.

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

Find hourly flight availability from Mason City 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 September 15, 2025.

It’s optimal to fly from Mason City to Chicago in the morning. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Mason City to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Mason City to Chicago. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Mason City to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Mason City to Chicago

Explore weekly flight availability from Mason City to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from MCW to CHI are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

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 September 15, 2025.
Peruse reviews from past customers who have flown with United Airlines from Mason City to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,931 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,931 reviews
United Airlines
7.4
Good
8,931 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Mason City 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 Mason City to Chicago?

    If you book a flight to Chicago from Mason City, you will be flying from Mason City, which is the city’s only airport. Mason City (MCW) is located 6.8 mi from the center of Mason City. There are 3 flights from Mason City to Chicago per day from 1 airline.

  • How long is the flight from Mason City to Chicago?

    A quick flight from Mason City to Chicago can take about 1h 33m. United Airlines provides one of the quickest options available for as low as $202. The distance between Mason City and Chicago is about 288 mi. Generally, flights for this route are nonstop.

  • What is the cheapest airline to fly from Mason City to Chicago round-trip?

    Our cheapest airline available from Mason City to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $202 on this airline.

  • What are the most reliable airlines from Mason City to Chicago?

    The top 3 most reliable airlines when flying from Mason City to Chicago are SkyWest Airlines (71%), United Airlines (71%) and Emirates (64%).

  • What are the cheapest flights from Mason City to Chicago?

    The cheapest flight price from Mason City to Chicago is $164. On average you can expect to pay $319. The most popular route, (Mason City - Chicago O'Hare Intl), can usually be booked for $202.

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

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

  • How can I find direct flights from Mason City to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Mason City 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 Mason City to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Mason City to Chicago (average of $245). Flying from Mason City to Chicago in March is currently the most expensive (average of $321). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Mason City to Chicago

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Top airline flying from Mason City to Chicago

Discover the top airline that operate flights from Mason City 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$222FlexibilityNo cancel feeOn-time69%

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