Starting at $71
Starting at $133
Starting at $56
Starting at $79
Helping travelers to find the best flight offers
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Cleveland to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A direct flight is the most convenient and comfortable way to fly from Cleveland to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Cleveland to Chicago:
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We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
More than 4 airlines operate flights from Cleveland to Chicago, including Southwest Airlines, United Airlines, American Airlines, and Frontier Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $56, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
Starting at $71
Starting at $133
Starting at $56
Starting at $79
Cleveland — Chicago
12/09/2025
Departure
Direct flight
WN1967
Starting at $283
Cleveland — Chicago
01/06/2026
Departure
Direct flight
WN591
Starting at $71
Cleveland — Chicago
05/02/2026
Departure
Direct flight
UA464
Starting at $133
Cleveland — Chicago
12/10/2025
Departure
Direct flight
UA264
Starting at $153
Cleveland — Chicago
12/11/2025
Departure
Direct flight
WN1776
Starting at $281
Unable to find information about the schedule of direct flights from
The cheapest one-way flight from Cleveland to Chicago departs on 01/06/2026, is operated by American Airlines and costs $56
The cheapest roundtrip flight from Cleveland to Chicago departs on 12/09/2025, is operated by American Airlines and costs $165
Fastest flight from Cleveland to Chicago takes 1h 47m
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There are direct flights on this route 1 day a week: Tu
The distance between Cleveland and Chicago is 494km (306 miles). There are 33 direct flights from Cleveland to Chicago. The time difference between Cleveland and Chicago is 1h. Flights from Cleveland begin at 5:30 AM. The latest flight from Cleveland departs at 9:05 PM
We couldn't find any special offers for flights from Cleveland to Chicago
The cheapest flight ticket from Cleveland to Chicago according to data for the last 48 hours costs $56
Often the best time to buy tickets from Cleveland to Chicago is 2 months before departure.
The fastest flights from Cleveland to Chicago start from 1 hour 47 minutes in the air.
The following airlines operate direct flights on the route Cleveland — Chicago: Southwest Airlines, United Airlines
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Cleveland to Chicago