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Cheap Flights From Cleveland, Ohio To Chicago, Illinois
Cleveland
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Airfare Details for flights from Cleveland to Chicago

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Sorry this deal is over or has been sold out! But here’s another great Airfarewatchdog verified fare for this route!

$168 RT flight from Cleveland to Chicago (CLE-MDW)

  • Airline(s):
    Southwest
  • Seats are:
    Limited Availability
  • Available for travel:
    Exc Fri/Sun
  • Travel by:
    Wednesday, December 18, 2013
  • More Details:
    Includes All Taxes, No Min. Stay, Fare Can Be Bought One-way For Half The Lowest Roundtrip Price, Travel Between Aug. 26 - Dec. 18, 2013
  • Last Updated:
    Tuesday, May 21, 2013
  • Our Notes:
    Blackout Dates Apply: Nov. 26 - Dec. 3.Fare Available On Southwest.com
All mandatory taxes/fees are included in the price. Tax-inclusive fare may be a few dollars higher or lower depending on the airport you connect through, if any. Baggage fees, if applicable, and other optional fees are not included.

Our Dealhounds found this airfare using flexible date search. This means we searched a range of dates to find you the best price.

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More Flights From Cleveland To Chicago (CLE-MDW)

Price
Details
$190 RT Includes all taxes (Delta) See all details »
  • Airline(s):
    Delta
  • Seats are:
    Limited Availability
  • Advance Purchase:
    14 Days
  • Available for travel:
    7 Days/week If Available
  • More Details:
    Includes All Taxes
  • Last Updated:
    Tuesday, May 21, 2013
Reviews

Reviews for Cleveland to Chicago (CLE-MDW)

based on 2 reviews
Flown this route before? Write a review

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    “New boarding procedures”

    by eharbart on September 9, 2010

    Flight from Cleveland to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    September 2010
    Seat Class:
    economy

    I really like the numbered positions for boarding now. It seems alot easier and fair in their boarding process. It helps the passinger's not having to stand in line to get a good position and since we are in our 70's it is very important not to have to stand a long time. It was also very fast.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    “comfortable seats, on time , good value”

    by orchardview on August 17, 2010

    Flight from Cleveland to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    August 2010
    Seat Class:
    economy

    It was a bit bumpy but the seats were comfortable if not too wide the open seating was interesting I got to sit with my friends both ways but sat far back than usual. Boarding was quick and orderly same for deplaning

    I would fly them again this was my first experience. My suitcase was mashed both ways broke the mirror in my cosmetic bag lid and broke the ridged in side corner of my soft luggage. Every seat full both ways.

Flown this route before? Write a review
Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$183 Flight from Cleveland to Midway (CLE-MDW) Thu, May 23 - Sun, May 26 Delta Air Lines
$202 Flight from Cleveland to Midway (CLE-MDW) Thu, May 23 - Tue, May 28 Delta Air Lines
$255 Flight from Cleveland to Midway (CLE-MDW) Sat, May 25 - Tue, May 28 Delta Air Lines
$442 Flight from Cleveland to Midway (CLE-MDW) Sat, May 25 - Sat, May 25 Delta Air Lines
$442 Flight from Cleveland to Midway (CLE-MDW) Wed, May 22 - Thu, May 23 Delta Air Lines
$442 Flight from Cleveland to Midway (CLE-MDW) Fri, May 24 - Sun, May 26 Delta Air Lines
$442 Flight from Cleveland to Midway (CLE-MDW) Thu, May 23 - Sun, May 26 Delta Air Lines
$442 Flight from Cleveland to Midway (CLE-MDW) Wed, May 22 - Wed, May 22 Delta Air Lines
$466 Flight from Cleveland to Midway (CLE-MDW) Fri, May 24 - Mon, May 27 Delta Air Lines
$492 Flight from Cleveland to Midway (CLE-MDW) Fri, May 24 - Sun, May 26 Delta Air Lines
There are approximately 12 flights covering the route from Hopkins International Airport in Cleveland to Midway Airport in Chicago, provided by as many as 2 airlines.

The following airlines sometimes offer nonstop cheap flights from Cleveland to Chicago:

Transwest Air

As an alternative to flying from Cleveland, you may also want to try searching for cheap flights from Erie (ERI).
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