Cleveland to Chicago Flight Tickets
Compare the best flight deals from Cleveland to Chicago
About Cleveland - Chicago Flights
Find the best prices for flights between Cleveland (United States) and Chicago (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
Cleveland has 2 airports, while Chicago has 6 airports. Compare flights between all airports to find the best deal.
Cheapest Months for Cleveland - Chicago Flights
Best month to fly
December 2026 - 4.250 ₺
December 2026
4.250 ₺
Direct
CheapestNovember 2026
4.516 ₺
Direct
October 2026
5.800 ₺
Direct
| Ay | Flight Type | Price |
|---|---|---|
| December 2026Cheapest | Direct | 4.250 ₺ |
| November 2026 | Direct | 4.516 ₺ |
| October 2026 | Direct | 5.800 ₺ |
Prices may change. Based on recent searches.
Popular Cleveland - Chicago Flights
Cleveland - Chicago
Chicago - Cleveland
Airlines on Cleveland - Chicago Route
| Havayolu | Uçuş Tipi | Fiyat |
|---|---|---|
| American Airlines | Direct | 4.250 ₺ |
Cleveland Airports
Chicago Airports
Alternative Routes
Alternative Routes from Cleveland
Cleveland - Chicago Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
Cleveland and Chicago - Airport Transportation
Cleveland Hopkins International Airport (CLE)
How to Get to the Airport
Metro/Train (RTA Red Line): To go from downtown to the airport, you can descend to the RTA Red Line platform at Tower City Station and board the train heading towards Airport (CLE). The journey takes approximately 25–30 minutes. Services run approximately every 15 minutes throughout the day and operate from 04:00 to 00:30, 7 days a week.
Bus: You can reach the airport from Downtown with the RTA Route 66 bus. The journey takes about 50 minutes. Buses depart every 30 minutes.
Taxi: You can take a taxi from downtown to reach the airport. The journey time varies depending on traffic conditions but generally takes 25-35 minutes. Taxis operate 24 hours a day.
Uber/Lyft: You can use the Uber or Lyft apps to reach the airport from downtown. The journey takes approximately 25-30 minutes, and vehicles pick you up from your desired location.
Car Rental: You can rent a car from rental offices located in the city center to head towards the airport. The journey time may vary depending on traffic conditions.
Shuttle: There are shuttle services from downtown hotels to the airport. These services work in agreement with certain hotels and transport passengers to the airport.
Chicago Midway International Airport (MDW)
From Airport to City Center
Metro/Train: The CTA Orange Line station is located at the end of the enclosed pedestrian walkway connected to the terminal building. The train reaches the Loop area from MDW in approximately 25 minutes. The frequency of service varies depending on the time of day: generally every 3–15 minutes on weekdays, approximately every 10–15 minutes on Saturdays, and about every 10–15 minutes on Sundays and holidays. Operating hours from MDW to the Loop are weekdays 03:30–01:05, Saturdays 04:00–01:05, and Sundays and holidays 04:30–01:05.
Bus: There is no direct, regular, and fast CTA bus line between MDW and the city center; therefore, the Orange Line is generally preferred for transportation to the city center. The N62 Archer bus, which serves the airport, is an alternative CTA line that operates throughout the night; however, its route does not go directly to the Loop and may require a transfer. The frequency and hours of the N62 line may vary according to the schedule.
Taxi: Taxi services are available at the airport. The taxi stand is conveniently located outside the terminal building. Travel time may vary depending on traffic conditions, but generally, it takes 20-30 minutes to reach the city center. Taxi services operate 24 hours a day.
Uber/Bolt: App-based ride-hailing services like Uber and Bolt are also available at the airport. Vehicles you request through the app will be waiting for you in designated areas outside the airport terminal. Travel time and cost may vary depending on traffic conditions.
Car Rental: There are many car rental companies at the airport. You can prepare the necessary documents for rental and head to the car rental offices located within the terminal to rent the vehicle you want. Car rental services are generally open 24 hours.
O'Hare International Airport (ORD)
From Airport to City Center
Metro/Train: The CTA Blue Line Train is the most convenient option for transportation from O'Hare International Airport to downtown Chicago. The airport station is directly connected to Terminals 1, 2, and 3. Access from Terminal 5 is possible via a free shuttle train. The journey takes approximately 40-45 minutes. Services operate 24 hours a day, with trains running every 5-10 minutes during peak hours.
Bus (CTA and Private Shuttles): Buses connecting O'Hare Terminals 1, 2, 3, and 5 operate routes to downtown. The journey time varies between 45-60 minutes depending on traffic conditions. Services run every 15-30 minutes and generally operate from 5:00 AM to 11:45 PM.
Taxi: Official taxi stands at O'Hare are located at each terminal exit and provide direct transportation to downtown. The journey time varies between 30-60 minutes depending on traffic. Taxi services are available 24 hours a day.
Airport App-Based Rides (Uber/Lyft): Apps like Uber and Lyft operate in designated pickup areas at O'Hare. Journey time and cost can vary based on traffic and demand.
Car Rental: Various car rental companies are available at the airport. Car rental options can be arranged at offices located at terminal exits or at rental centers accessible via shuttle services.