Cheap flights from Cleveland to Chicago

Cleveland Hopkins
CLE
Chicago FSS
CHI

Flight deals from Cleveland to Chicago

Below you can see the best deals on flights Cleveland — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 5 September, from $62.

Top 10 cheap flights from Cleveland to Chicago

F9
F9
$ 62

Cleveland — Chicago

17:15—22:47
5 Sep 2026
6 h 32 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

08:28—10:37
9 Sep 2026
3 h 9 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

06:30—09:07
9 Sep 2026
3 h 37 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

06:30—10:37
9 Sep 2026
5 h 7 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

08:28—12:59
9 Sep 2026
5 h 31 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

14:20—16:14
12 Sep 2026
2 h 54 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

14:20—16:57
12 Sep 2026
3 h 37 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

08:28—12:59
10 Sep 2026
5 h 31 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

14:20—16:17
5 Sep 2026
2 h 57 m
1 stop
DL
DL
$ 68

Cleveland — Chicago

14:20—16:59
5 Sep 2026
3 h 39 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Cleveland — Chicago flight

Looking for cheap flights from Cleveland to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Cleveland — Chicago ticket online at the best price.

The route has direct flights — around 182 flights per week, flights are operated by United Airlines, American Airlines, Alaska Airlines, Japan Airlines and 3 more airlines, a nonstop flight takes about 1 h 26 min, the distance between the cities is around 496 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $62Min. price
SeptemberCheapest
FebruaryPeak season
YesDirect flights
496 kmDistance
1 h 26 minTravel time
7Airlines
182 / wkFlights

Flight schedule from Cleveland to Chicago

The table shows direct flights from Cleveland to Chicago on the selected date. The flight takes approximately 1 h 26 min. Regular flights are operated by United Airlines, American Airlines, Alaska Airlines and Japan Airlines. Departures from Cleveland Hopkins International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 15 Aug 2026

Flight ticket prices by day: Cleveland — Chicago

Below is a calendar of the lowest flight ticket prices for Cleveland — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $62 in September, and the most expensive are around $144 in February. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Cleveland to Chicago by month. Tickets are usually cheapest in August (around $103) and priciest in December (about $174) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$168highMay$136mediumSep$116low
Feb$104lowJun$156highOct$114low
Mar$124mediumJul$110lowNov$162high
Apr$130mediumAug$103lowDec$174high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in September and most expensive in February. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Cleveland — Chicago ticket

  • Book ahead: fares for Cleveland — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • The cheapest month to fly to Chicago is usually September — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Cleveland — Chicago route are operated by 7 airlines; United Airlines runs the most flights (around 48% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    29x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight CLE → ORD29x/week
      Duration
      1h 39m
      Days
      MTWTFSS
    48.4%Open →
  • American AirlinesAA
    24x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight CLE → ORD24x/week
      Duration
      1h 41m
      Days
      MTWTFSS
    39.0%Open →
  • Alaska AirlinesAS
    5x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight CLE → ORD5x/week
      Duration
      1h 35m
      Days
      MTWTFSS
    8.2%Open →
  • Japan AirlinesJL
    2x/week
    WebsiteFleet: 14540M pax/year
    • Direct flight CLE → ORD2x/week
    2.7%Open →
  • Cathay PacificCX
    1x/week
    WebsiteFleet: 18018M pax/year
    • Direct flight CLE → ORD1x/week
    0.5%Open →
  • British AirwaysBA
    1x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight CLE → ORD1x/week
    0.5%Open →
  • IberiaIB
    1x/week
    WebsiteFleet: 9224M pax/year
    • Direct flight CLE → ORD1x/week
    0.5%Open →

Cities and airports on the Cleveland — Chicago route

Flights Cleveland — Chicago depart from Cleveland Hopkins International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Cleveland

CLE
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Cleveland — Chicago flight

How long is the flight from Cleveland to Chicago?

A nonstop Cleveland — Chicago flight takes about 1 h 26 min — the distance between the cities is around 496 km.

How far is it from Cleveland to Chicago?

The distance from Cleveland to Chicago is about 496 km, which a nonstop flight covers in around 1 h 26 min.

Are there direct flights from Cleveland to Chicago?

Yes, there are nonstop flights Cleveland — Chicago — around 182 flights per week.

Which airlines fly from Cleveland to Chicago?

Airlines operating Cleveland — Chicago include United Airlines, American Airlines, Alaska Airlines, Japan Airlines, Cathay Pacific. See the full list with schedules in the "Airlines" section on this page.

Which airports do Cleveland — Chicago flights use?

Flights from Cleveland depart from Cleveland Hopkins International Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Cleveland to Chicago?

The price of a Cleveland — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in February. Tickets typically cost between $62 and $144. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Cleveland — Chicago?

Flights Cleveland — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is September. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Cleveland to Chicago?

To catch a low fare Cleveland — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually September.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Cleveland

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New York CityDetroitAtlantaPhiladelphiaWashington, D.C.OrlandoBostonTorontoFort LauderdaleDallasCharlotteDenverTampaHoustonSeattleMinneapolisMiamiFort MyersLas VegasPhoenixMontrealLos AngelesCancunDublinSalt Lake CityNashvilleSan FranciscoMyrtle BeachRaleighAustinSan JuanPunta CanaSarasotaWest Palm Beach

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealSt. LouisMilwaukeeCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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