$154 Cheap flight deals from Mason City (MCW) to Chicago (CHI)

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This Weekend's Flight Deals from Mason City to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Apr 17 - Sun, Apr 19
MCW
Mason City Municipal
ORD
O'Hare Intl.
$402 Roundtrip, found 5 days ago
$402
Roundtrip
found 5 days ago
Select United flight, departing Fri, Apr 17 from Mason City Municipal to O'Hare Intl., returning Sun, Apr 19, priced at $402 found 5 days ago

Airfares from $154 One Way, $202 Round Trip from Mason City to Chicago

Prices starting at $202 for return flights and $154 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 23 - Mon, Oct 26
MCW
Mason City
ORD
Chicago
$202 Roundtrip, found 15 hours ago
$202
Roundtrip
found 15 hours ago
Select United flight, departing Fri, Oct 23 from Mason City to Chicago, returning Mon, Oct 26, priced at $202 found 15 hours ago
Fri, May 29 - Sun, May 31
MCW
Mason City
ORD
Chicago
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
Select United flight, departing Fri, May 29 from Mason City to Chicago, returning Sun, May 31, priced at $206 found 4 days ago
Fri, Oct 23 - Mon, Oct 26
MCW
Mason City
ORD
Chicago
$242 Roundtrip, found 15 hours ago
$242
Roundtrip
found 15 hours ago
Select United flight, departing Fri, Oct 23 from Mason City to Chicago, returning Mon, Oct 26, priced at $242 found 15 hours ago
Fri, May 29 - Sun, May 31
MCW
Mason City
ORD
Chicago
$247 Roundtrip, found 4 days ago
$247
Roundtrip
found 4 days ago
Select United flight, departing Fri, May 29 from Mason City to Chicago, returning Sun, May 31, priced at $247 found 4 days ago
Fri, Apr 17 - Sun, Apr 19
MCW
Mason City
ORD
Chicago
$402 Roundtrip, found 5 days ago
$402
Roundtrip
found 5 days ago
Select United flight, departing Fri, Apr 17 from Mason City to Chicago, returning Sun, Apr 19, priced at $402 found 5 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Elk Grove Village/O'Hare
3.0-star property

Wyndham Garden Elk Grove Village/O'Hare

8.6/10 Excellent! (1,000 reviews)

Jun 5 - Jun 7

2 night stay

Mason City (MCW) to Chicago (ORD)

United • Roundtrip • Coach
Price was $356, price is now $313 per person
$313
per person
found 1 day ago
Nice place but nothing around it and not really Next to ohare airport.

Reviewed on Apr 8, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5-star property

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8.6/10 Excellent! (2,798 reviews)

Jun 5 - Jun 7

2 night stay

Mason City (MCW) to Chicago (ORD)

United • Roundtrip • Coach
Price was $488, price is now $430 per person
$430
per person
found 1 day ago
Good room. Nice ionized water on every floor. They should provide proper down comforters instead of just thick sheets. I was shivering all night.

Reviewed on Jan 15, 2026

Hilton Rosemont Chicago O'Hare
3.5-star property

Hilton Rosemont Chicago O'Hare

8.4/10 Very Good! (1,000 reviews)

Jun 5 - Jun 7

2 night stay

Mason City (MCW) to Chicago (ORD)

United • Roundtrip • Coach
Price was $446, price is now $401 per person
$401
per person
found 1 day ago
Good hotel close to airport, with free airport shuttle, 7-10 min away. Quite convenient

Reviewed on Nov 4, 2025

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More About Flying To Chicago from Mason City

Route Information for Flights from Mason City to Chicago

Origin Airport IATA Code
MCW
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Mason City to Chicago

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Frequently asked questions

Are there non-stop flights from Mason City to Chicago?
There is. You can fly directly from Mason City to Chicago with American Airlines. It's the only carrier that travels nonstop from RST to ORD.
What is the shortest flight from Mason City to Chicago?
It can take as little as 2 hours and 6 minutes. If you strongly believe your vacation hours should be spent 'vacationing' instead of flying, you'll enjoy the ride from Rochester Intl. Airport to ORD.
What airlines fly from Mason City to Chicago most frequently?
American Airlines offers the most flights along this route. This trusted carrier operates 82 flights from Rochester Intl. Airport to Chicago, IL (ORD-O'Hare Intl.) each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.