Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Cleveland 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 Cleveland to Chicago departing on 5/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Cleveland to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Cleveland to Chicago.
Frontier Logo
2:05 pm - 10:40 pmCLE-MDW
9h 35m1 stop
Frontier Logo
2:45 pm - 12:59 amMDW-CLE
9h 14m1 stop
$160Frontier
Find Deal
Thu, May 1 - Mon, May 5
Frontier Logo
6:35 am - 4:09 pmCLE-ORD
10h 34m1 stop
Frontier Logo
8:14 pm - 7:00 amORD-CLE
9h 46m1 stop
$160Frontier
Find Deal
Fri, May 2 - Mon, May 5
Spirit Airlines Logo
5:41 pm - 12:42 pmCLE-ORD
20h 01m1 stop
Spirit Airlines Logo
12:41 pm - 4:36 pmORD-CLE
26h 55m2 stops
$188Spirit Airlines
Find Deal
Fri, May 9 - Mon, May 12
American Airlines Logo
8:30 am - 8:56 amCLE-ORD
1h 26mnonstop
American Airlines Logo
2:17 pm - 4:41 pmORD-CLE
1h 24mnonstop
$197American Airlines
Find Deal
Sun, Apr 20 - Sun, Apr 20
Southwest Logo
6:50 am - 7:05 amCLE-MDW
1h 15mnonstop
Southwest Logo
10:05 am - 12:20 pmMDW-CLE
1h 15mnonstop
$197Southwest
Find Deal
Sat, Apr 19 - Sun, Apr 20
American Airlines Logo
5:30 am - 6:09 amCLE-ORD
1h 39mnonstop
American Airlines Logo
9:42 am - 12:04 pmORD-CLE
1h 22mnonstop
$198American Airlines
Find Deal
Sat, May 24 - Sun, May 25
United Airlines Logo
6:00 am - 9:46 amCLE-ORD
4h 46m1 stop
United Airlines Logo
9:19 pm - 11:44 pmORD-CLE
1h 25mnonstop
$207United Airlines
Find Deal
Sun, Apr 20 - Sun, Apr 20
Southwest Logo
5:30 pm - 10:30 pmCLE-MDW
6h 00m1 stop
Southwest Logo
10:05 am - 12:20 pmMDW-CLE
1h 15mnonstop
$207Southwest
Find Deal
Sat, Apr 19 - Sun, Apr 20
Spirit Airlines Logo
5:41 pm - 12:42 pmCLE-ORD
20h 01m1 stop
Spirit Airlines Logo
9:55 am - 4:36 pmORD-CLE
29h 41m2 stops
$209Spirit Airlines
Find Deal
Fri, May 16 - Sun, May 18
United Airlines Logo
2:54 pm - 6:26 pmCLE-ORD
4h 32m1 stop
United Airlines Logo
2:40 pm - 5:04 pmORD-CLE
1h 24mnonstop
$227United Airlines
Find Deal
Tue, Apr 29 - Wed, Apr 30

American Airlines flights from Cleveland to Chicago

Our best American Airlines deals on Cleveland to Chicago flight tickets
American Airlines
Apr 20
CLE8:30 amCleveland Hopkins Intl
1h 26m
ORD8:56 amChicago O'Hare Intl
Apr 20
ORD2:17 pmChicago O'Hare Intl
1h 24m
CLE4:41 pmCleveland Hopkins Intl
American Airlines
May 24
CLE5:30 amCleveland Hopkins Intl
1h 39m
ORD6:09 amChicago O'Hare Intl
May 25
ORD9:42 amChicago O'Hare Intl
1h 22m
CLE12:04 pmCleveland Hopkins Intl
American Airlines
Apr 19
CLE5:13 pmCleveland Hopkins Intl
1h 39m
ORD5:52 pmChicago O'Hare Intl
Apr 20
ORD12:00 pmChicago O'Hare Intl
1h 26m
CLE2:26 pmCleveland Hopkins Intl

Delta flights from Cleveland to Chicago

Our best Delta deals on Cleveland to Chicago flight tickets
Delta
May 24
CLE11:49 amCleveland Hopkins Intl
6h 17m
1 stop
ORD5:06 pmChicago O'Hare Intl
May 25
ORD5:30 amChicago O'Hare Intl
4h 18m
1 stop
CLE10:48 amCleveland Hopkins Intl
Delta
May 24
CLE11:49 amCleveland Hopkins Intl
6h 17m
1 stop
ORD5:06 pmChicago O'Hare Intl
May 25
ORD6:24 amChicago O'Hare Intl
6h 05m
2 stops
CLE1:29 pmCleveland Hopkins Intl
Delta
Apr 29
CLE5:00 pmCleveland Hopkins Intl
6h 22m
1 stop
MDW10:22 pmChicago Midway
Apr 30
MDW6:04 amChicago Midway
6h 05m
1 stop
CLE1:09 pmCleveland Hopkins Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Cleveland 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 cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Cleveland, with most prices found around $237. If you’re not able to fly to Chicago in September, then April is your next best option. Flight prices from Cleveland to Chicago during April average around $246.

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 Friday when prices can be found for as low as $496. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Cleveland to Chicago for around $675.

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 morning. Flights from Cleveland to Chicago during this time can be as low as $495. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,030.

What is the cheapest Cleveland Hopkins Intl to Chicago flight route?

Fly from Cleveland Hopkins Intl to Chicago Midway for the best Cleveland Hopkins Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Cleveland when booking 18 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $298 when searching 18 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cleveland for as low as $185 on momondo.

What cabin class options are available on Cleveland Hopkins Intl to Chicago flights?

There are 4 cabin classes available to choose from on Cleveland Hopkins Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Cleveland to Chicago flight prices changed over time?

As of April 2025, prices for Cleveland to Chicago flights are approximately 8% more expensive when compared to flights at the same time last year.

When to book flights from Cleveland to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Cleveland to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cleveland to Chicago (CLE to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Chicago

Best Price Found

$80

Fastest flight time

1h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Cleveland in the past 72 hours is $80. The best round-trip flight deal from Cleveland to Chicago found on momondo in the last 72 hours is $160.
The fastest flight from Cleveland to Chicago takes 1h 15m
Direct flights go from Cleveland to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from Cleveland to Chicago?

    The quickest way to travel this route is to take a flight from Cleveland to Chicago, doing so can potentially save up to 7h 35m of travel time. While these options may take longer, booking a train from Cleveland to Chicago or a bus from Cleveland to Chicago may suit your needs if travel time is less of a factor in your decision making.

  • Is flying the cheapest way to get from Cleveland to Chicago?

    Expect a bus to be one of the cheapest options available to you for travel. Currently, a bus has deals available from $104. While they may not be the most cost-effective options currently available a flight from Cleveland to Chicago or a train from Cleveland to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

  • How far is Cleveland Hopkins Intl to Chicago by plane?

    Cleveland Hopkins Intl and Chicago are 307.0 mi apart from one another. A reasonable flight in good conditions will take 1h 15m.

  • When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Chicago?

    Prices for flights from Cleveland Hopkins Intl Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Chicago?

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Cleveland Hopkins Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Cleveland to Chicago?

  • What is the most popular airline from Cleveland to Chicago?


Best airlines flying from Cleveland to Chicago

Compare and see reviews for airlines that fly from Cleveland to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $100Free CancellationRating
5.9
3,277 reviews
Search Frontier flights
DeltaPriceFrom $156Free CancellationRating
8.0
7,902 reviews
Search Delta flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
8,633 reviews
Search United Airlines flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,281 reviews
Search Southwest flights
  • Southwest Flights From Cleveland to Chicago

    Southwest flight deals from Cleveland to Chicago start from $172 round-trip. Over the 5 Southwest flights for this route in a normal week, average airfare is usually $281 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Cleveland to Chicago

    United Airlines (7.4/10 from 8,633 reviews) operates around 44 flights from Cleveland to Chicago in any given week. The average United Airlines airfare for this route is around $320, with deals from around $157 rare but found on momondo. Referenced prices are for round-trip Cleveland to Chicago flight searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cleveland to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Cleveland to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Cleveland to Chicago with flexible booking policies on momondo?

All flight searches from Cleveland to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Cleveland to Chicago?

Once you have performed a search for Cleveland to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Cleveland to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Cleveland 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.


An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sun 4/13
Sun 4/20

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago