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Cheap flights from Cleveland to Chicago

34 nonstop flights a week, 5 of them today. Operated by 3 airlines, about 1h 42m in the air, 307 mi (494 km). Tickets from $117.

Flights from Cleveland to Chicago

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Cleveland to Chicago

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Cleveland to Chicago

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $117 12 November 2026, nonstop Cheapest nonstop $117 12 November 2026, United Airlines Cheapest in the next 7 days $117 Tomorrow Cheapest weekend departure $277 Sat, 28 November 2026 Cheapest month November 2026 tickets from $117

Cleveland to Chicago at a glance

flight time, from 1h 15m to 7h 32m
1h 42m
straight-line distance
307 mi (494 km)
flights a week
34
flights today
5
first and last departure
05:00 - 08:16
lowest price, nonstop, 12 November
$117
airlines
3

Cleveland to Chicago flight schedule

34 flights a week, 5 today, 51 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
AA 4360
American Airlines
05:00 Cleveland Hopkins International
05:51 , terminal 3
1h 51m
Mon, Thu, Fri, Sun
Embraer EMB 175
AA 4360
American Airlines
05:06 Cleveland Hopkins International
05:59 , terminal 3
1h 53m
Daily
Embraer EMB 175
AA 4360
American Airlines
05:09 Cleveland Hopkins International
06:00 , terminal 3
1h 51m
Sat
Embraer EMB 175
UA 1219
United Airlines
06:00 Cleveland Hopkins International
06:38 , terminal 1
1h 38m
Mon, Tue, Thu, Fri
Boeing 737-800
UA 1252
United Airlines
06:00 Cleveland Hopkins International
11:31 , terminal 1
6h 31m
Daily
Boeing 737
UA 1219
United Airlines
06:12 Cleveland Hopkins International
06:50 , terminal 1
1h 38m
Wed, Sun
Boeing 737
UA 490
United Airlines
07:00 Cleveland Hopkins International
07:40 , terminal 1
1h 40m
Daily
Boeing 737
AA 3460
American Airlines
08:16 Cleveland Hopkins International
09:10 , terminal 3
1h 54m
Daily
Embraer EMB 175

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 1218
Southwest Airlines
08:15 Cleveland Hopkins International
08:45 Chicago Midway International
1h 30m
Seasonal
Boeing 737
AA 3460
American Airlines
07:32 Cleveland Hopkins International
08:27 , terminal 3
1h 55m
Seasonal
Embraer EMB 175
AA 3460
American Airlines
08:14 Cleveland Hopkins International
09:09 , terminal 3
1h 55m
Seasonal
Embraer EMB 175
WN 235
Southwest Airlines
08:15 Cleveland Hopkins International
08:40 Chicago Midway International
1h 25m
Seasonal
Boeing 737-800
UA 2483
United Airlines
05:10 Cleveland Hopkins International
05:50 , terminal 1
1h 40m
Seasonal
Boeing 737-700
AA 4360
American Airlines
05:16 Cleveland Hopkins International
06:00 , terminal 3
1h 44m
Seasonal
Embraer EMB 175
AA 3460
American Airlines
08:18 Cleveland Hopkins International
09:10 , terminal 3
1h 52m
Seasonal
Embraer 170
UA 3651
United Airlines
05:00 Cleveland Hopkins International
05:49 , terminal 2
1h 49m
Seasonal
Embraer 175
AA 4376
American Airlines
05:16 Cleveland Hopkins International
06:00 , terminal 3
1h 44m
Selected dates
Embraer EMB 175
UA 1219
United Airlines
06:05 Cleveland Hopkins International
06:54 , terminal 1
1h 49m
Seasonal
Boeing 737-800
AA 4473
American Airlines
06:29 Cleveland Hopkins International
07:29 , terminal 3
2h
Seasonal
Embraer EMB 175
UA 2223
United Airlines
08:00 Cleveland Hopkins International
14:32 , terminal 1
7h 32m
Seasonal
Boeing 737-800
AA 3392
American Airlines
05:11 Cleveland Hopkins International
06:00 , terminal 3
1h 49m
Seasonal
Embraer EMB 175
AA 3417
American Airlines
07:20 Cleveland Hopkins International
08:12 , terminal 3
1h 52m
Seasonal
Embraer EMB 175
AA 3392
American Airlines
05:10 Cleveland Hopkins International
05:59 , terminal 3
1h 49m
Seasonal
Embraer EMB 175
AA 4473
American Airlines
06:59 Cleveland Hopkins International
08:00 , terminal 3
2h 1m
Seasonal
Embraer EMB 175
AA 3342
American Airlines
05:10 Cleveland Hopkins International
05:59 , terminal 3
1h 49m
Seasonal
Embraer EMB 175
AA 3342
American Airlines
05:11 Cleveland Hopkins International
06:00 , terminal 3
1h 49m
Seasonal
Embraer EMB 175
UA 2212
United Airlines
08:11 Cleveland Hopkins International
09:00 , terminal 1
1h 49m
Seasonal
Boeing 737-700
AA 1792
American Airlines
06:27 Cleveland Hopkins International
07:15 , terminal 3
1h 48m
Seasonal
Airbus A319
AA 4336
American Airlines
07:42 Cleveland Hopkins International
08:30 , terminal 3
1h 48m
Seasonal
Embraer EMB 175
UA 2212
United Airlines
08:28 Cleveland Hopkins International
09:17 , terminal 1
1h 49m
Seasonal
Boeing 737-700
UA 2483
United Airlines
05:00 Cleveland Hopkins International
05:49 , terminal 1
1h 49m
Seasonal
Boeing 737
AA 3516
American Airlines
05:06 Cleveland Hopkins International
06:00 , terminal 3
1h 54m
Seasonal
Embraer EMB 175
AA 1792
American Airlines
06:15 Cleveland Hopkins International
07:00 , terminal 3
1h 45m
Seasonal
Airbus A319
WN 4138
Southwest Airlines
08:25 Cleveland Hopkins International
09:00 Chicago Midway International
1h 35m
Seasonal
AA 3516
American Airlines
07:06 Cleveland Hopkins International
08:00 , terminal 3
1h 54m
Seasonal
Embraer EMB 175
AA 4516
American Airlines
05:13 Cleveland Hopkins International
05:55 , terminal 3
1h 42m
Seasonal
Embraer EMB 175
UA 2483
United Airlines
06:00 Cleveland Hopkins International
06:40 , terminal 1
1h 40m
Seasonal
Boeing 737-700
UA 490
United Airlines
07:25 Cleveland Hopkins International
07:55 , terminal 1
1h 30m
Seasonal
Boeing 737
AA 4550
American Airlines
08:28 Cleveland Hopkins International
09:10 , terminal 3
1h 42m
Seasonal
Embraer EMB 175
UA 2212
United Airlines
08:30 Cleveland Hopkins International
09:06 , terminal 1
1h 36m
Seasonal
Boeing 737-800
WN 4138
Southwest Airlines
08:30 Cleveland Hopkins International
09:05 Chicago Midway International
1h 35m
Seasonal
Boeing 737
WN 1144
Southwest Airlines
08:25 Cleveland Hopkins International
09:00 Chicago Midway International
1h 35m
Seasonal
Boeing 737
WN 1144
Southwest Airlines
07:05 Cleveland Hopkins International
07:45 Chicago Midway International
1h 40m
Seasonal
Boeing 737
WN 1006
Southwest Airlines
07:40 Cleveland Hopkins International
08:00 Chicago Midway International
1h 20m
Seasonal
Boeing 737-800
WN 1144
Southwest Airlines
08:00 Cleveland Hopkins International
08:30 Chicago Midway International
1h 30m
Seasonal
UA 490
United Airlines
07:30 Cleveland Hopkins International
08:00 , terminal 1
1h 30m
Seasonal
Boeing 737-800
AA 3890
American Airlines
05:45 Cleveland Hopkins International
06:20 , terminal 3
1h 35m
Seasonal
Embraer EMB 175
WN 4552
Southwest Airlines
08:00 Cleveland Hopkins International
08:20 Chicago Midway International
1h 20m
Seasonal
AA 2796
American Airlines
08:16 Cleveland Hopkins International
09:02 , terminal 3
1h 46m
Seasonal
Airbus A319
WN 4552
Southwest Airlines
08:30 Cleveland Hopkins International
08:55 Chicago Midway International
1h 25m
Seasonal
Boeing 737
WN 4552
Southwest Airlines
08:15 Cleveland Hopkins International
08:40 Chicago Midway International
1h 25m
Seasonal
AA 2594
American Airlines
06:00 Cleveland Hopkins International
06:38 , terminal 3
1h 38m
Seasonal
Airbus A319
AA 3157
American Airlines
05:45 Cleveland Hopkins International
06:25 , terminal 3
1h 40m
Seasonal
Airbus A319
WN 970
Southwest Airlines
07:50 Cleveland Hopkins International
08:05 Chicago Midway International
1h 15m
Seasonal
Boeing 737
WN 970
Southwest Airlines
08:20 Cleveland Hopkins International
08:35 Chicago Midway International
1h 15m
Seasonal
Boeing 737
WN 970
Southwest Airlines
07:55 Cleveland Hopkins International
08:10 Chicago Midway International
1h 15m
Seasonal
WN 970
Southwest Airlines
08:30 Cleveland Hopkins International
08:50 Chicago Midway International
1h 20m
Seasonal
AA 3157
American Airlines
06:04 Cleveland Hopkins International
06:30 , terminal 3
1h 26m
Seasonal
Airbus A319
AA 3890
American Airlines
05:15 Cleveland Hopkins International
05:46 , terminal 3
1h 31m
Seasonal
Embraer EMB 175

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 1 hour behind Cleveland. The search shows seat availability and the price for your date.

Airlines flying Cleveland to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines20 a week American Airlines14 a week Southwest Airlinesfrom 24 November
  • United Airlines: 7 flights, first departure at 06:00, last at 07:00, tickets from $117 on 12 November MTWTFSS United Airlines Cleveland to Chicago
  • American Airlines: 16 flights, first departure at 05:00, last at 08:16, tickets from $187 on 11 November MTWTFSS American Airlines Cleveland to Chicago
  • Southwest Airlines: 7 flights, first departure at 07:05, last at 08:30 MTWTFSS

Airports

Where flights from Cleveland to Chicago depart and land

Departure from Cleveland

Cleveland Hopkins International CLE

34 flights a week, 9 mi (15 km) from the city centre

About the airport

Arrival in Chicago

Chicago Midway International MDW

9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Cleveland to Chicago?
A nonstop flight takes 1 hour 42 minutes on average, from 1h 15m to 7h 32m depending on the flight.
How far is Chicago from Cleveland?
307 mi (494 km) in a straight line between the cities.
Which airlines fly nonstop from Cleveland to Chicago?
United Airlines (20 a week), American Airlines (14 a week) and Southwest Airlines.
How many flights a day are there from Cleveland to Chicago?
5 flights today and 34 a week, about 4.9 a day on average.
When are the first and last flights from Cleveland to Chicago?
The first departure is at 05:00 (AA4360), the last at 08:16 (AA3460). Local time.
What is the cheapest upcoming date to fly from Cleveland to Chicago?
12 November 2026 (Thursday): from $117 one way, nonstop, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Cleveland to Chicago?
United Airlines: nonstop tickets from $117 on 12 November by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Cleveland and Chicago?
Chicago is 1 hour behind Cleveland. Schedule times on this page are local to each airport.
Which Cleveland airport do flights to Chicago leave from?
Cleveland Hopkins International (34 a week).