Flights from Chicago (MDW)

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Airlines
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Fare Type
Nearby Airports
When to Travel
Chicago, IL (MDW) to
Atlanta, GA (ATL)
Watch this route 
$88RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toAtlanta, GA (ATL)
Best Times to Go
Frontier
$188RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Sat, Jul 12 - Sat, Jul 19
Delta
$197RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Sat, May 10 - Mon, May 12
Frontier
See more deals to Atlanta, GA (ATL)
Chicago, IL (MDW) to
Detroit, MI (DTW)
Watch this route 
$97RT
Nonstop
Chicago, IL (MDW)toDetroit, MI (DTW)
Best Times to Go
Delta
$112RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDetroit, MI (DTW)
Fri, Jun 6 - Mon, Jun 9
Delta
$142RT
Nonstop
Chicago, IL (MDW)toDetroit, MI (DTW)
Sat, May 3 - Mon, May 5
Delta
See more deals to Detroit, MI (DTW)
Chicago, IL (MDW) to
Minneapolis, MN (MSP)
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$97RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Best Times to Go
Delta
$112RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Tue, Jun 10 - Tue, Jun 17
Delta
$140RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Thu, May 1 - Sun, May 4
Delta
See more deals to Minneapolis, MN (MSP)
Chicago, IL (MDW) to
Philadelphia, PA (PHL)
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$128RT
Nonstop
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Best Times to Go
Frontier
$207RT
Midweek Fare
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Tue, Apr 29 - Tue, May 6
Delta
$216RT
Weekend Deal
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Fri, May 9 - Sun, May 11
Delta
See more deals to Philadelphia, PA (PHL)
Chicago, IL (MDW) to
Dallas, TX (DFW)
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$128RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Best Times to Go
Frontier
$168RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Mon, Apr 28 - Mon, May 5
Frontier
$178RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Fri, Apr 4 - Mon, Apr 7
Frontier
See more deals to Dallas, TX (DFW)
Chicago, IL (MDW) to
Orlando, FL (MCO)
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$134RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Best Times to Go
Frontier
$171RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toOrlando, FL (MCO)
Best Times to Go
Frontier
$188RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Sat, Jun 7 - Sat, Jun 14
Frontier
See more deals to Orlando, FL (MCO)
Chicago, IL (MDW) to
Denver, CO (DEN)
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$148RT
Nonstop
Chicago, IL (MDW)toDenver, CO (DEN)
Best Times to Go
Frontier
$158RT
Nonstop
Chicago, IL (MDW)toDenver, CO (DEN)
Sat, May 24 - Tue, May 27
Frontier
$168RT
Nonstop
Chicago, IL (MDW)toDenver, CO (DEN)
Sat, Apr 19 - Mon, Apr 21
Frontier
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Chicago, IL (MDW) to
Houston, TX (IAH)
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$158RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toHouston, TX (IAH)
Best Times to Go
Frontier
$168RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toHouston, TX (IAH)
Wed, Jun 18 - Wed, Jun 25
Frontier
$208RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toHouston, TX (IAH)
Best Times to Go
Frontier
See more deals to Houston, TX (IAH)
Chicago, IL (MDW) to
Tampa, FL (TPA)
Watch this route 
$166RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toTampa, FL (TPA)
Best Times to Go
Frontier
$178RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toTampa, FL (TPA)
Tue, Jun 17 - Tue, Jun 24
Frontier
$207RT
Nonstop
Chicago, IL (MDW)toTampa, FL (TPA)
Sat, Apr 5 - Mon, Apr 7
Frontier
See more deals to Tampa, FL (TPA)
Chicago, IL (MDW) to
Baltimore, MD (BWI)
Watch this route 
$168RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toBaltimore, MD (BWI)
Best Times to Go
Frontier
$196RT
Chicago, IL (MDW)toBaltimore, MD (BWI)
Best Times to Go
Delta
$218RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toBaltimore, MD (BWI)
Fri, Apr 4 - Mon, Apr 7
Frontier
See more deals to Baltimore, MD (BWI)
Chicago, IL (MDW) to
Cincinnati, OH (CVG)
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$170RT
Midweek Fare
Chicago, IL (MDW)toCincinnati, OH (CVG)
Tue, Jun 10 - Tue, Jun 17
Frontier
See more deals to Cincinnati, OH (CVG)
Chicago, IL (MDW) to
Phoenix, AZ (PHX)
Watch this route 
$172RT
Nonstop
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Best Times to Go
Frontier
$236RT
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Sat, May 3 - Tue, May 6
Delta
See more deals to Phoenix, AZ (PHX)
Chicago, IL (MDW) to
Nashville, TN (BNA)
Watch this route 
$176RT
Midweek Fare
Chicago, IL (MDW)toNashville, TN (BNA)
Best Times to Go
Delta
$178RT
Chicago, IL (MDW)toNashville, TN (BNA)
Best Times to Go
Delta
See more deals to Nashville, TN (BNA)
Chicago, IL (MDW) to
Pittsburgh, PA (PIT)
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$176RT
Midweek Fare
Chicago, IL (MDW)toPittsburgh, PA (PIT)
Best Times to Go
Delta
See more deals to Pittsburgh, PA (PIT)
Chicago, IL (MDW) to
Grand Rapids, MI (GRR)
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$176RT
Midweek Fare
Chicago, IL (MDW)toGrand Rapids, MI (GRR)
Tue, Apr 22 - Tue, Apr 29
Delta
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Chicago, IL (MDW) to
Saint Louis, MO (STL)
Watch this route 
$176RT
Midweek Fare
Chicago, IL (MDW)toSaint Louis, MO (STL)
Best Times to Go
Delta
See more deals to Saint Louis, MO (STL)
Chicago, IL (MDW) to
Louisville, KY (SDF)
Watch this route 
$176RT
Chicago, IL (MDW)toLouisville, KY (SDF)
Sat, Apr 26 - Sat, May 3
Delta
See more deals to Louisville, KY (SDF)
Chicago, IL (MDW) to
Fort Walton Beach, FL (VPS)
Watch this route 
$177RT
Midweek Fare
Chicago, IL (MDW)toValparaiso, FL (VPS)
Tue, Jun 17 - Tue, Jun 24
Delta
See more deals to Fort Walton Beach, FL (VPS)
Chicago, IL (MDW) to
Newark, NJ (EWR)
Watch this route 
$178RT
Midweek Fare
Chicago, IL (MDW)toNewark, NJ (EWR)
Best Times to Go
Delta
$187RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Sat, May 31 - Tue, Jun 3
Delta
$207RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Tue, Jul 8 - Sat, Jul 12
Delta
See more deals to Newark, NJ (EWR)
Chicago, IL (MDW) to
Cleveland, OH (CLE)
Watch this route 
$190RT
Midweek Fare
Chicago, IL (MDW)toCleveland, OH (CLE)
Best Times to Go
Frontier
$228RT
Midweek Fare
Chicago, IL (MDW)toCleveland, OH (CLE)
Thu, May 22 - Thu, May 29
Frontier
See more deals to Cleveland, OH (CLE)
Chicago, IL (MDW) to
Charlotte, NC (CLT)
Watch this route 
$196RT
Midweek Fare
Chicago, IL (MDW)toCharlotte, NC (CLT)
Best Times to Go
Delta
$206RT
Weekend Deal
Chicago, IL (MDW)toCharlotte, NC (CLT)
Best Times to Go
Delta
$216RT
Chicago, IL (MDW)toCharlotte, NC (CLT)
Wed, Jul 30 - Sun, Aug 3
Delta
See more deals to Charlotte, NC (CLT)
Chicago, IL (MDW) to
Washington DC, DC (DCA)
Watch this route 
$196RT
Midweek Fare
Chicago, IL (MDW)toWashington, DC (DCA)
Best Times to Go
Delta
$236RT
Chicago, IL (MDW)toWashington, DC (DCA)
Sat, May 17 - Mon, May 19
Delta
See more deals to Washington DC, DC (DCA)
Chicago, IL (MDW) to
Raleigh, NC (RDU)
Watch this route 
$196RT
Midweek Fare
Chicago, IL (MDW)toRaleigh/Durham, NC (RDU)
Best Times to Go
Delta
$236RT
Weekend Deal
Chicago, IL (MDW)toRaleigh/Durham, NC (RDU)
Thu, May 29 - Sun, Jun 1
Delta
See more deals to Raleigh, NC (RDU)
Chicago, IL (MDW) to
Dallas, TX (DAL)
Watch this route 
$196RT
Chicago, IL (MDW)toDallas, TX (DAL)
Best Times to Go
Delta
$206RT
Chicago, IL (MDW)toDallas, TX (DAL)
Sat, May 24 - Tue, May 27
Delta
$226RT
Chicago, IL (MDW)toDallas, TX (DAL)
Fri, Jun 6 - Wed, Jun 11
Delta
See more deals to Dallas, TX (DAL)
Chicago, IL (MDW) to
Washington DC, DC (IAD)
Watch this route 
$196RT
Midweek Fare
Chicago, IL (MDW)toWashington, DC (IAD)
Best Times to Go
Delta
See more deals to Washington DC, DC (IAD)
Chicago, IL (MDW) to
Las Vegas, NV (LAS)
Watch this route 
$204RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Sat, Apr 12 - Mon, Apr 14
Frontier
$236RT
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Best Times to Go
Delta
See more deals to Las Vegas, NV (LAS)
Chicago, IL (MDW) to
Boston, MA (BOS)
Watch this route 
$207RT
Weekend Deal
Chicago, IL (MDW)toBoston, MA (BOS)
Best Times to Go
Delta
$230RT
Weekend Deal
Chicago, IL (MDW)toBoston, MA (BOS)
Best Times to Go
Delta
See more deals to Boston, MA (BOS)
Chicago, IL (MDW) to
New Orleans, LA (MSY)
Watch this route 
$216RT
Chicago, IL (MDW)toNew Orleans, LA (MSY)
Best Times to Go
Delta
See more deals to New Orleans, LA (MSY)
Chicago, IL (MDW) to
Fort Myers, FL (RSW)
Watch this route 
$216RT
Chicago, IL (MDW)toFort Myers, FL (RSW)
Best Times to Go
Delta
$226RT
Chicago, IL (MDW)toFort Myers, FL (RSW)
Wed, Apr 23 - Mon, Apr 28
Delta
$236RT
Chicago, IL (MDW)toFort Myers, FL (RSW)
Tue, Jul 29 - Sun, Aug 3
Delta
See more deals to Fort Myers, FL (RSW)
Chicago, IL (MDW) to
Fort Lauderdale, FL (FLL)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toFort Lauderdale, FL (FLL)
Best Times to Go
Delta
$236RT
Chicago, IL (MDW)toFort Lauderdale, FL (FLL)
Sat, May 31 - Tue, Jun 3
Delta
See more deals to Fort Lauderdale, FL (FLL)
Chicago, IL (MDW) to
West Palm Beach, FL (PBI)
Watch this route 
$216RT
Chicago, IL (MDW)toWest Palm Beach, FL (PBI)
Best Times to Go
Delta
See more deals to West Palm Beach, FL (PBI)
Chicago, IL (MDW) to
Austin, TX (AUS)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toAustin, TX (AUS)
Best Times to Go
Delta
$232RT
Midweek Fare
Chicago, IL (MDW)toAustin, TX (AUS)
Tue, Apr 29 - Tue, May 6
Delta
$236RT
Weekend Deal
Chicago, IL (MDW)toAustin, TX (AUS)
Fri, May 16 - Sun, May 18
Delta
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Chicago, IL (MDW) to
Miami, FL (MIA)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toMiami, FL (MIA)
Best Times to Go
Delta
$236RT
Weekend Deal
Chicago, IL (MDW)toMiami, FL (MIA)
Fri, May 9 - Mon, May 12
Delta
See more deals to Miami, FL (MIA)
Chicago, IL (MDW) to
Panama City, FL (ECP)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toPanama City, FL (ECP)
Best Times to Go
Delta
$232RT
Midweek Fare
Chicago, IL (MDW)toPanama City, FL (ECP)
Tue, Apr 29 - Tue, May 6
Delta
See more deals to Panama City, FL (ECP)
Chicago, IL (MDW) to
Houston, TX (HOU)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toHouston, TX (HOU)
Best Times to Go
Delta
See more deals to Houston, TX (HOU)
Chicago, IL (MDW) to
New York City, NY (JFK)
Watch this route 
$217RT
Chicago, IL (MDW)toNew York, NY (JFK)
Fri, May 16 - Sat, May 24
Delta
$223RT
Weekend Deal
Chicago, IL (MDW)toNew York, NY (JFK)
Fri, May 16 - Mon, May 19
Delta
See more deals to New York City, NY (JFK)
Chicago, IL (MDW) to
Boise, ID (BOI)
Watch this route 
$226RT
Weekend Deal
Chicago, IL (MDW)toBoise, ID (BOI)
Thu, Apr 24 - Tue, Apr 29
Delta
See more deals to Boise, ID (BOI)
Chicago, IL (MDW) to
Pensacola, FL (PNS)
Watch this route 
$228RT
Chicago, IL (MDW)toPensacola, FL (PNS)
Best Times to Go
Delta
$232RT
Chicago, IL (MDW)toPensacola, FL (PNS)
Mon, May 5 - Fri, May 9
Delta
See more deals to Pensacola, FL (PNS)
Chicago, IL (MDW) to
Bozeman, MT (BZN)
Watch this route 
$236RT
Weekend Deal
Chicago, IL (MDW)toBozeman, MT (BZN)
Thu, Jun 12 - Sun, Jun 15
Delta
See more deals to Bozeman, MT (BZN)
Chicago, IL (MDW) to
Memphis, TN (MEM)
Watch this route 
$236RT
Midweek Fare
Chicago, IL (MDW)toMemphis, TN (MEM)
Best Times to Go
Delta
See more deals to Memphis, TN (MEM)
Chicago, IL (MDW) to
San Antonio, TX (SAT)
Watch this route 
$236RT
Weekend Deal
Chicago, IL (MDW)toSan Antonio, TX (SAT)
Best Times to Go
Delta
See more deals to San Antonio, TX (SAT)
Chicago, IL (MDW) to
Toronto, Canada (YTZ)
Watch this route 
$236RT
Nonstop
Chicago, IL (MDW)toToronto, ON (YTZ)
Wed, Jun 18 - Mon, Jun 23
Porter Airlines
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