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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 $64 and round-trip from $125. Based on Trip.com's latest 7-day flight data.

      • CLE 7:00 AM
        11h 46m
        1 stop
        MDW 5:46 PM
        Cleveland - Chicago | Sat, Oct 17 | Frontier Airlines
        ORD 3:50 PM
        7h 40m
        1 stop
        CLE 12:30 AM
        Chicago - Cleveland | Thu, Oct 22 | Frontier Airlines
        $125 $181
        31% off
        31% off
        $181 $125
      • CLE 3:46 PM
        8h 57m
        1 stop
        MDW 11:43 PM
        Cleveland - Chicago | Mon, Nov 2 | Frontier Airlines
        ORD 8:11 PM
        11h 46m
        1 stop
        CLE 8:57 AM
        Chicago - Cleveland | Wed, Nov 4 | Frontier Airlines
        $130 $181
        28% off
        28% off
        $181 $130
      • CLE 8:28 AM
        5h 11m
        1 stop
        MDW 12:39 PM
        Cleveland - Chicago | Sat, Oct 17 | Delta Air Lines
        ORD 3:50 PM
        7h 40m
        1 stop
        CLE 12:30 AM
        Chicago - Cleveland | Thu, Oct 22 | Frontier Airlines
        $134 $181
        26% off
        26% off
        $181 $134
      • CLE 6:30 AM
        3h 37m
        1 stop
        MDW 9:07 AM
        Cleveland - Chicago | Fri, Sep 25 | Delta Air Lines
        MDW 4:25 PM
        1h 15m
        Nonstop
        CLE 6:40 PM
        Chicago - Cleveland | Sun, Sep 27 |
        $135
        25% off
        $181 $135
      • CLE 6:10 AM
        4h 22m
        1 stop
        MDW 9:32 AM
        Cleveland - Chicago | Mon, Nov 2 | Delta Air Lines
        ORD 8:11 PM
        11h 46m
        1 stop
        CLE 8:57 AM
        Chicago - Cleveland | Wed, Nov 4 | Frontier Airlines
        $139
        23% off
        $181 $139
      • CLE 3:46 PM
        8h 57m
        1 stop
        MDW 11:43 PM
        Cleveland - Chicago | Sat, Oct 24 | Frontier Airlines
        MDW 4:25 PM
        1h 10m
        Nonstop
        CLE 6:35 PM
        Chicago - Cleveland | Mon, Oct 26 |
        $141
        22% off
        $181 $141
      • CLE 6:10 AM
        4h 22m
        1 stop
        MDW 9:32 AM
        Cleveland - Chicago | Wed, Oct 28 | Delta Air Lines
        MDW 1:27 PM
        4h 9m
        1 stop
        CLE 6:36 PM
        Chicago - Cleveland | Wed, Nov 4 | Delta Air Lines
        $143
        21% off
        $181 $143
      • CLE 8:28 AM
        5h 11m
        1 stop
        MDW 12:39 PM
        Cleveland - Chicago | Mon, Oct 12 | Delta Air Lines
        ORD 7:05 AM
        5h 35m
        1 stop
        CLE 1:40 PM
        Chicago - Cleveland | Wed, Oct 14 | Delta Air Lines
        $146
        19% off
        $181 $146
      • CLE 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Cleveland - Chicago | Fri, Sep 25 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        CLE 4:00 PM
        Chicago - Cleveland | Sun, Sep 27 | Normal Airline
        Find more flights
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      • CLE 3:46 PM
        9h 1m
        1 stop
        MDW 11:47 PM
        Cleveland - Chicago | Mon, Nov 16 | Frontier Airlines
        $64 $81
        21% off
        21% off
        $81 $64
      • CLE 8:30 AM
        10h 17m
        1 stop
        MDW 5:47 PM
        Cleveland - Chicago | Sat, Oct 31 | Frontier Airlines
        $65 $81
        20% off
        20% off
        $81 $65
      • CLE 3:46 PM
        8h 57m
        1 stop
        MDW 11:43 PM
        Cleveland - Chicago | Wed, Oct 14 | Frontier Airlines
        $65 $81
        20% off
        20% off
        $81 $65
      • CLE 3:46 PM
        8h 57m
        1 stop
        MDW 11:43 PM
        Cleveland - Chicago | Tue, Oct 13 | Frontier Airlines
        $65
        20% off
        $81 $65
      • CLE 3:46 PM
        9h 1m
        1 stop
        MDW 11:47 PM
        Cleveland - Chicago | Tue, Oct 27 | Frontier Airlines
        $65
        20% off
        $81 $65
      • CLE 7:00 AM
        11h 47m
        1 stop
        MDW 5:47 PM
        Cleveland - Chicago | Wed, Oct 28 | Frontier Airlines
        $65
        20% off
        $81 $65
      • CLE 7:00 AM
        11h 47m
        1 stop
        MDW 5:47 PM
        Cleveland - Chicago | Thu, Oct 29 | Frontier Airlines
        $65
        20% off
        $81 $65
      • CLE 3:46 PM
        8h 57m
        1 stop
        MDW 11:43 PM
        Cleveland - Chicago | Sat, Oct 24 | Frontier Airlines
        $65
        20% off
        $81 $65
      • CLE 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Cleveland - Chicago | Fri, Sep 25 | Normal Airline
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        Find more 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 $65) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From $65
Delta Air Lines
From $65
Hahn Air
From $126

Find more flights and airlines

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

Check the schedule for flights from Cleveland to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL5359

    Cleveland Hopkins International Airport

    2:05 PM

    CLE

    58m

    Nonstop

    3:03 PM

    DTW

    S M T W T F S
    Search

  2. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  3. F92409

    Cleveland Hopkins International Airport

    3:45 PM

    CLE

    2h 9m

    Nonstop

    5:54 PM

    ATL

    S M T W T - S
    Search

  4. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:50 PM

    ATL

    1h 54m

    Nonstop

    11:44 PM

    MDW

    S - - W T - S

  5. F92467

    Cleveland Hopkins International Airport

    7:00 AM

    CLE

    2h 8m

    Nonstop

    9:08 AM

    ATL

    S - - W T F S
    Search

  6. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:55 PM

    ATL

    1h 56m

    Nonstop

    5:51 PM

    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 price$64
Cheapest return ticket price$125

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 $334 in September, the most expensive month to book this route.
  • The earliest flight departs from Cleveland Hopkins International Airport (CLE) at 06:30 and arrives in Chicago Midway International Airport (MDW) at 07:05.
  • The latest flight departs from Cleveland Hopkins International Airport (CLE) at 21:15 and arrives in Chicago Midway International Airport (MDW) at 21:35.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • 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 $64, and round-trip fares start from $125. The current lowest fare is a Frontier Airlines flight departing on Mon, Nov 16; 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 $133. 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 estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.