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Cleveland Hopkins International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Cleveland Hopkins International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from JPY 10,080 and round-trip from JPY 19,570. Based on Trip.com's latest 7-day flight data.

      • CLE 07:00
        11h 46m
        1 stop
        MDW 17:46
        Cleveland - Chicago | Sat, Oct 3 | Frontier Airlines
        ORD 15:50
        7h 40m
        1 stop
        CLE 00:30
        Chicago - Cleveland | Thu, Oct 8 | Frontier Airlines
        JPY 19,570 JPY 28,100
        30% off
        30% off
        JPY 28,100 JPY 19,570
      • CLE 15:46
        8h 57m
        1 stop
        MDW 23:43
        Cleveland - Chicago | Mon, Oct 19 | Frontier Airlines
        ORD 20:11
        11h 46m
        1 stop
        CLE 08:57
        Chicago - Cleveland | Wed, Oct 21 | Frontier Airlines
        JPY 20,440 JPY 28,100
        27% off
        27% off
        JPY 28,100 JPY 20,440
      • CLE 10:27
        3h 12m
        1 stop
        MDW 12:39
        Cleveland - Chicago | Mon, Oct 5 | Delta Air Lines
        MDW 18:45
        1h 15m
        Nonstop
        CLE 21:00
        Chicago - Cleveland | Wed, Oct 7 |
        JPY 20,550 JPY 28,100
        27% off
        27% off
        JPY 28,100 JPY 20,550
      • CLE 07:00
        11h 51m
        1 stop
        MDW 17:51
        Cleveland - Chicago | Mon, Oct 5 | Frontier Airlines
        ORD 10:26
        9h 26m
        1 stop
        CLE 20:52
        Chicago - Cleveland | Wed, Oct 7 | Frontier Airlines
        JPY 20,720
        26% off
        JPY 28,100 JPY 20,720
      • CLE 08:28
        5h 11m
        1 stop
        MDW 12:39
        Cleveland - Chicago | Sat, Oct 3 | Delta Air Lines
        ORD 15:50
        7h 40m
        1 stop
        CLE 00:30
        Chicago - Cleveland | Thu, Oct 8 | Frontier Airlines
        JPY 20,950
        25% off
        JPY 28,100 JPY 20,950
      • CLE 06:10
        4h 22m
        1 stop
        MDW 09:32
        Cleveland - Chicago | Mon, Oct 19 | Delta Air Lines
        ORD 20:11
        11h 46m
        1 stop
        CLE 08:57
        Chicago - Cleveland | Wed, Oct 21 | Frontier Airlines
        JPY 21,800
        22% off
        JPY 28,100 JPY 21,800
      • CLE 15:46
        8h 57m
        1 stop
        MDW 23:43
        Cleveland - Chicago | Sat, Oct 10 | Frontier Airlines
        MDW 16:25
        1h 10m
        Nonstop
        CLE 18:35
        Chicago - Cleveland | Mon, Oct 12 |
        JPY 22,100
        21% off
        JPY 28,100 JPY 22,100
      • CLE 06:10
        4h 22m
        1 stop
        MDW 09:32
        Cleveland - Chicago | Wed, Oct 14 | Delta Air Lines
        MDW 13:27
        4h 9m
        1 stop
        CLE 18:36
        Chicago - Cleveland | Wed, Oct 21 | Delta Air Lines
        JPY 22,480
        20% off
        JPY 28,100 JPY 22,480
      • CLE 13:00
        17h 25m
        1 stop
        CHI 14:00
        Cleveland - Chicago | Thu, Sep 24 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        CLE 16:00
        Chicago - Cleveland | Sat, Sep 26 | Normal Airline
        More cheap flights
        More cheap flights
      • CLE 15:46
        8h 57m
        1 stop
        MDW 23:43
        Cleveland - Chicago | Mon, Oct 26 | Frontier Airlines
        JPY 10,080 JPY 12,690
        21% off
        21% off
        JPY 12,690 JPY 10,080
      • CLE 15:46
        8h 57m
        1 stop
        MDW 23:43
        Cleveland - Chicago | Fri, Oct 16 | Frontier Airlines
        JPY 10,130 JPY 12,690
        20% off
        20% off
        JPY 12,690 JPY 10,130
      • CLE 15:46
        8h 57m
        1 stop
        MDW 23:43
        Cleveland - Chicago | Thu, Oct 15 | Frontier Airlines
        JPY 10,130 JPY 12,690
        20% off
        20% off
        JPY 12,690 JPY 10,130
      • CLE 08:30
        10h 17m
        1 stop
        MDW 17:47
        Cleveland - Chicago | Mon, Nov 2 | Frontier Airlines
        JPY 10,150
        20% off
        JPY 12,690 JPY 10,150
      • CLE 07:00
        11h 47m
        1 stop
        MDW 17:47
        Cleveland - Chicago | Wed, Nov 4 | Frontier Airlines
        JPY 10,150
        20% off
        JPY 12,690 JPY 10,150
      • CLE 13:00
        17h 25m
        1 stop
        CHI 14:00
        Cleveland - Chicago | Thu, Sep 24 | Normal Airline
        More cheap flights
        More cheap flights

Displayed flight fares from Cleveland Hopkins International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Cleveland Hopkins International Airport to Chicago Midway International Airport?

The cheapest airline flying from Cleveland Hopkins International Airport to Chicago Midway International Airport is Frontier Airlines (from JPY 10,080) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From JPY 10,080
Delta Air Lines
From JPY 10,220

Find more flights and airlines

What is the flight schedule from Cleveland Hopkins International Airport to Chicago Midway International Airport?

Check on the flight schedule from Cleveland to Chicago to find the flight that matches your travel plan.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL5359

    Cleveland Hopkins International Airport

    14:05

    CLE

    58m

    Nonstop

    15:03

    DTW

    S M T W T F S
    Search

  2. DL4677

    Detroit Metropolitan Wayne County Airport

    18:15

    DTW

    1h 22m

    Nonstop

    18:37

    MDW

    S M T W T F S

  3. F92409

    Cleveland Hopkins International Airport

    15:45

    CLE

    2h 9m

    Nonstop

    17:54

    ATL

    S M T W T - S
    Search

  4. F92291

    Hartsfield–Jackson Atlanta International Airport

    22:50

    ATL

    1h 54m

    Nonstop

    23:44

    MDW

    S - - W T - S

  5. F92467

    Cleveland Hopkins International Airport

    07:00

    CLE

    2h 8m

    Nonstop

    09:08

    ATL

    S - - W T F S
    Search

  6. F92779

    Hartsfield–Jackson Atlanta International Airport

    16:55

    ATL

    1h 56m

    Nonstop

    17:51

    MDW

    S M T W T F S
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About Cleveland Hopkins International Airport and Chicago Midway International Airport

Learn about Cleveland Hopkins International Airport (CLE) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance493.06 km
Cheapest one-way ticket priceJPY 10,080
Cheapest return ticket priceJPY 19,570

FAQs for Cleveland Hopkins International Airport to Chicago Midway International Airport Flights

  • How many daily flights are there from Cleveland Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)?

    There are around 3 daily flights from Cleveland Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW).
  • The earliest flight from Cleveland Hopkins International Airport to Chicago Midway International Airport departs at 08:45, and the last departs at 19:20, with about 9 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Cleveland Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around JPY 52,400 in September, the most expensive month to book this route.
  • The earliest flight departs from Cleveland Hopkins International Airport at 06:35 and arrives in Chicago Midway International Airport at 06:50.
  • The latest flight departs from Cleveland Hopkins International Airport at 19:55 and arrives in Chicago Midway International Airport at 20:15.
    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Cleveland Hopkins International Airport to Chicago Midway International Airport currently start from JPY 10,080, and round-trip fares start from JPY 19,570. The current lowest fare is a Frontier Airlines flight departing on Mon, Oct 26; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Cleveland Hopkins International Airport to Chicago Midway International Airport is JPY 20,860. Prices may vary depending on the departure date, airline, and availability.
  • Enter Cleveland Hopkins International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.