Flights from Chicago (MDW)

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Airlines
Stops
Fare Type
Nearby Airports
When to Travel
Chicago, IL (MDW) to
Atlanta, GA (ATL)
Watch this route 
$90RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Best Times to Go
Frontier
$95RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Sat, May 31 - Sat, Jun 7
Frontier
$96RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Best Times to Go
Frontier
See more deals to Atlanta, GA (ATL)
Chicago, IL (MDW) to
Baltimore, MD (BWI)
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$98RT
Nonstop
Chicago, IL (MDW)toBaltimore, MD (BWI)
Best Times to Go
Frontier
$108RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toBaltimore, MD (BWI)
Wed, Jul 16 - Wed, Jul 23
Frontier
$138RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toBaltimore, MD (BWI)
Wed, May 28 - Wed, Jun 4
Frontier
See more deals to Baltimore, MD (BWI)
Chicago, IL (MDW) to
Orlando, FL (MCO)
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$120RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Best Times to Go
Frontier
$128RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Sat, Jul 12 - Tue, Jul 15
Frontier
$141RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Best Times to Go
Frontier
See more deals to Orlando, FL (MCO)
Chicago, IL (MDW) to
Dallas, TX (DFW)
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$126RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Best Times to Go
Frontier
$133RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Sat, May 31 - Sat, Jun 7
Frontier
$134RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Tue, Aug 5 - Sat, Aug 9
Frontier
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Chicago, IL (MDW) to
Houston, TX (IAH)
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$132RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toHouston, TX (IAH)
Fri, May 16 - Mon, May 19
Frontier
$168RT
Nonstop
Chicago, IL (MDW)toHouston, TX (IAH)
Best Times to Go
Frontier
$179RT
Nonstop
Chicago, IL (MDW)toHouston, TX (IAH)
Fri, Jul 4 - Fri, Jul 11
Frontier
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Chicago, IL (MDW) to
Tampa, FL (TPA)
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$135RT
Nonstop
Chicago, IL (MDW)toTampa, FL (TPA)
Best Times to Go
Frontier
$159RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toTampa, FL (TPA)
Thu, Jul 3 - Thu, Jul 10
Frontier
$170RT
Nonstop
Chicago, IL (MDW)toTampa, FL (TPA)
Sun, Jun 1 - Sun, Jun 8
Frontier
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Chicago, IL (MDW) to
Denver, CO (DEN)
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$144RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDenver, CO (DEN)
Best Times to Go
Frontier
$168RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDenver, CO (DEN)
Best Times to Go
Frontier
$178RT
Nonstop
Chicago, IL (MDW)toDenver, CO (DEN)
Sat, Jun 7 - Mon, Jun 9
Frontier
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Chicago, IL (MDW) to
Fort Walton Beach, FL (VPS)
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$177RT
Midweek Fare
Chicago, IL (MDW)toValparaiso, FL (VPS)
Tue, Jul 1 - Tue, Jul 8
Delta
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Chicago, IL (MDW) to
Nashville, TN (BNA)
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$178RT
Midweek Fare
Chicago, IL (MDW)toNashville, TN (BNA)
Best Times to Go
Delta
$216RT
Chicago, IL (MDW)toNashville, TN (BNA)
Fri, May 30 - Fri, Jun 6
Delta
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Chicago, IL (MDW) to
Newark, NJ (EWR)
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$178RT
Midweek Fare
Chicago, IL (MDW)toNewark, NJ (EWR)
Best Times to Go
Delta
$188RT
Weekend Deal
Chicago, IL (MDW)toNewark, NJ (EWR)
Fri, May 30 - Tue, Jun 3
Delta
$197RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Sat, Jul 12 - Wed, Jul 16
Delta
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Chicago, IL (MDW) to
Minneapolis, MN (MSP)
Watch this route 
$179RT
Nonstop
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Best Times to Go
Delta
$207RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Tue, Jul 1 - Tue, Jul 8
Delta
$218RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Tue, Jun 24 - Tue, Jul 1
Delta
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Chicago, IL (MDW) to
Las Vegas, NV (LAS)
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$181RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Best Times to Go
Frontier
$191RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Mon, Jun 2 - Mon, Jun 9
Frontier
$197RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Fri, Jul 4 - Fri, Jul 11
Frontier
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Chicago, IL (MDW) to
Toronto, Canada (YTZ)
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$182RT
Nonstop
Chicago, IL (MDW)toToronto, ON (YTZ)
Mon, Jun 9 - Mon, Jun 16
Porter Airlines
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Chicago, IL (MDW) to
Philadelphia, PA (PHL)
Watch this route 
$184RT
Nonstop
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Best Times to Go
Frontier
$194RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Fri, May 23 - Mon, May 26
Frontier
See more deals to Philadelphia, PA (PHL)
Chicago, IL (MDW) to
Mobile, AL (MOB)
Watch this route 
$194RT
Chicago, IL (MDW)toMobile, AL (MOB)
Wed, May 28 - Sat, May 31
Delta
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Chicago, IL (MDW) to
Pensacola, FL (PNS)
Watch this route 
$196RT
Weekend Deal
Chicago, IL (MDW)toPensacola, FL (PNS)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Raleigh, NC (RDU)
Watch this route 
$196RT
Chicago, IL (MDW)toRaleigh/Durham, NC (RDU)
Best Times to Go
Delta
$210RT
Weekend Deal
Chicago, IL (MDW)toRaleigh/Durham, NC (RDU)
Fri, May 9 - Sun, May 11
Frontier
See more deals to Raleigh, NC (RDU)
Chicago, IL (MDW) to
Panama City, FL (ECP)
Watch this route 
$196RT
Midweek Fare
Chicago, IL (MDW)toPanama City, FL (ECP)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Detroit, MI (DTW)
Watch this route 
$201RT
Chicago, IL (MDW)toDetroit, MI (DTW)
Best Times to Go
Frontier
$207RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDetroit, MI (DTW)
Tue, Jul 1 - Tue, Jul 8
Delta
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Chicago, IL (MDW) to
Columbus, OH (CMH)
Watch this route 
$201RT
Chicago, IL (MDW)toColumbus, OH (CMH)
Best Times to Go
Frontier
See more deals to Columbus, OH (CMH)
Chicago, IL (MDW) to
Myrtle Beach, SC (MYR)
Watch this route 
$207RT
Chicago, IL (MDW)toMyrtle Beach, SC (MYR)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Dallas, TX (DAL)
Watch this route 
$207RT
Chicago, IL (MDW)toDallas, TX (DAL)
Best Times to Go
Delta
$216RT
Chicago, IL (MDW)toDallas, TX (DAL)
Best Times to Go
Delta
See more deals to Dallas, TX (DAL)
Chicago, IL (MDW) to
Phoenix, AZ (PHX)
Watch this route 
$208RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Best Times to Go
Frontier
$216RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Thu, Jul 3 - Thu, Jul 10
Frontier
See more deals to Phoenix, AZ (PHX)
Chicago, IL (MDW) to
Cincinnati, OH (CVG)
Watch this route 
$208RT
Chicago, IL (MDW)toCincinnati, OH (CVG)
Sun, May 25 - Sun, Jun 1
Frontier
See more deals to Cincinnati, OH (CVG)
Chicago, IL (MDW) to
Jacksonville, FL (JAX)
Watch this route 
$208RT
Chicago, IL (MDW)toJacksonville, FL (JAX)
Best Times to Go
Frontier
$228RT
Chicago, IL (MDW)toJacksonville, FL (JAX)
Mon, Jun 2 - Mon, Jun 9
Frontier
See more deals to Jacksonville, FL (JAX)
Chicago, IL (MDW) to
Charlotte, NC (CLT)
Watch this route 
$208RT
Chicago, IL (MDW)toCharlotte, NC (CLT)
Best Times to Go
Frontier
$212RT
Midweek Fare
Chicago, IL (MDW)toCharlotte, NC (CLT)
Tue, Jun 24 - Tue, Jul 1
Delta
$218RT
Chicago, IL (MDW)toCharlotte, NC (CLT)
Sat, May 17 - Tue, May 20
Delta
See more deals to Charlotte, NC (CLT)
Chicago, IL (MDW) to
Buffalo, NY (BUF)
Watch this route 
$208RT
Chicago, IL (MDW)toBuffalo, NY (BUF)
Best Times to Go
Frontier
See more deals to Buffalo, NY (BUF)
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 Lauderdale, FL (FLL)
Watch this route 
$216RT
Chicago, IL (MDW)toFort Lauderdale, FL (FLL)
Best Times to Go
Delta
See more deals to Fort Lauderdale, FL (FLL)
Chicago, IL (MDW) to
Austin, TX (AUS)
Watch this route 
$216RT
Chicago, IL (MDW)toAustin, TX (AUS)
Best Times to Go
Delta
See more deals to Austin, TX (AUS)
Chicago, IL (MDW) to
Miami, FL (MIA)
Watch this route 
$216RT
Chicago, IL (MDW)toMiami, FL (MIA)
Best Times to Go
Delta
$218RT
Chicago, IL (MDW)toMiami, FL (MIA)
Sat, May 17 - Tue, May 20
Delta
See more deals to Miami, FL (MIA)
Chicago, IL (MDW) to
Houston, TX (HOU)
Watch this route 
$216RT
Chicago, IL (MDW)toHouston, TX (HOU)
Best Times to Go
Delta
See more deals to Houston, TX (HOU)
Chicago, IL (MDW) to
Knoxville, TN (TYS)
Watch this route 
$218RT
Weekend Deal
Chicago, IL (MDW)toKnoxville, TN (TYS)
Thu, May 8 - Sun, May 11
Delta
See more deals to Knoxville, TN (TYS)
Chicago, IL (MDW) to
Washington DC, DC (DCA)
Watch this route 
$220RT
Chicago, IL (MDW)toWashington, DC (DCA)
Wed, May 21 - Sun, May 25
Delta
$222RT
Midweek Fare
Chicago, IL (MDW)toWashington, DC (DCA)
Best Times to Go
Delta
$223RT
Midweek Fare
Chicago, IL (MDW)toWashington, DC (DCA)
Best Times to Go
Delta
See more deals to Washington DC, DC (DCA)
Chicago, IL (MDW) to
Washington DC, DC (IAD)
Watch this route 
$223RT
Chicago, IL (MDW)toWashington, DC (IAD)
Best Times to Go
Delta
See more deals to Washington DC, DC (IAD)
Chicago, IL (MDW) to
Louisville, KY (SDF)
Watch this route 
$226RT
Midweek Fare
Chicago, IL (MDW)toLouisville, KY (SDF)
Tue, Jun 24 - Tue, Jul 1
Delta
See more deals to Louisville, KY (SDF)
Chicago, IL (MDW) to
Grand Rapids, MI (GRR)
Watch this route 
$227RT
Chicago, IL (MDW)toGrand Rapids, MI (GRR)
Sat, May 24 - Sat, May 31
Delta
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Chicago, IL (MDW) to
San Jose, CA (SJC)
Watch this route 
$228RT
Chicago, IL (MDW)toSan Jose, CA (SJC)
Best Times to Go
Frontier
See more deals to San Jose, CA (SJC)
Chicago, IL (MDW) to
Ontario, CA (ONT)
Watch this route 
$228RT
Chicago, IL (MDW)toOntario, CA (ONT)
Best Times to Go
Frontier
See more deals to Ontario, CA (ONT)
Chicago, IL (MDW) to
San Francisco, CA (SFO)
Watch this route 
$228RT
Chicago, IL (MDW)toSan Francisco, CA (SFO)
Best Times to Go
Frontier
See more deals to San Francisco, CA (SFO)
Chicago, IL (MDW) to
Tucson, AZ (TUS)
Watch this route 
$228RT
Chicago, IL (MDW)toTucson, AZ (TUS)
Best Times to Go
Frontier
See more deals to Tucson, AZ (TUS)
Chicago, IL (MDW) to
Syracuse, NY (SYR)
Watch this route 
$228RT
Midweek Fare
Chicago, IL (MDW)toSyracuse, NY (SYR)
Wed, Jun 4 - Wed, Jun 11
Delta
See more deals to Syracuse, NY (SYR)
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