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
$95RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Sat, May 17 - Tue, May 20
Frontier
$108RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Sat, May 31 - Sat, Jun 7
Frontier
See more deals to Atlanta, GA (ATL)
Chicago, IL (MDW) to
Baltimore, MD (BWI)
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$88RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toBaltimore, MD (BWI)
Best Times to Go
Frontier
$95RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toBaltimore, MD (BWI)
Wed, Jun 4 - Wed, Jun 11
Frontier
$198RT
Chicago, IL (MDW)toBaltimore, MD (BWI)
Sat, Jun 14 - Tue, Jun 17
Delta
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Chicago, IL (MDW) to
Dallas, TX (DFW)
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$106RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Best Times to Go
Frontier
$164RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Sat, Jun 7 - Mon, Jun 9
Frontier
$170RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Sat, May 31 - Sat, Jun 7
Frontier
See more deals to Dallas, TX (DFW)
Chicago, IL (MDW) to
Orlando, FL (MCO)
Watch this route 
$119RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toOrlando, FL (MCO)
Best Times to Go
Frontier
$123RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Sat, Jul 12 - Tue, Jul 15
Frontier
$128RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toOrlando, FL (MCO)
Thu, May 22 - Sun, May 25
Frontier
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Chicago, IL (MDW) to
Tampa, FL (TPA)
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$133RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toTampa, FL (TPA)
Best Times to Go
Frontier
$134RT
Nonstop
Chicago, IL (MDW)toTampa, FL (TPA)
Sun, Jul 13 - Sun, Jul 20
Frontier
$196RT
Chicago, IL (MDW)toTampa, FL (TPA)
Sat, Aug 30 - Sat, Sep 6
Delta
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Chicago, IL (MDW) to
Las Vegas, NV (LAS)
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$153RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Best Times to Go
Frontier
$158RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Fri, Jul 4 - Fri, Jul 11
Frontier
$168RT
Nonstop
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Mon, Jun 2 - Mon, Jun 9
Frontier
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Chicago, IL (MDW) to
Houston, TX (IAH)
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$159RT
Nonstop
Chicago, IL (MDW)toHouston, TX (IAH)
Best Times to Go
Frontier
$168RT
Nonstop
Chicago, IL (MDW)toHouston, TX (IAH)
Fri, May 30 - Fri, Jun 6
Frontier
$216RT
Chicago, IL (MDW)toHouston, TX (IAH)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Denver, CO (DEN)
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$168RT
Nonstop
Chicago, IL (MDW)toDenver, CO (DEN)
Best Times to Go
Frontier
$178RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDenver, CO (DEN)
Fri, Aug 8 - Tue, Aug 12
Frontier
$188RT
Nonstop
Chicago, IL (MDW)toDenver, CO (DEN)
Sat, May 31 - Sat, Jun 7
Frontier
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Chicago, IL (MDW) to
Detroit, MI (DTW)
Watch this route 
$172RT
Midweek Fare
Chicago, IL (MDW)toDetroit, MI (DTW)
Best Times to Go
Frontier
$190RT
Nonstop
Chicago, IL (MDW)toDetroit, MI (DTW)
Best Times to Go
Delta
See more deals to Detroit, MI (DTW)
Chicago, IL (MDW) to
Fort Walton Beach, FL (VPS)
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$177RT
Midweek Fare
Chicago, IL (MDW)toValparaiso, FL (VPS)
Wed, Jun 11 - Wed, Jun 18
Delta
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Chicago, IL (MDW) to
Nashville, TN (BNA)
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$178RT
Chicago, IL (MDW)toNashville, TN (BNA)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Newark, NJ (EWR)
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$178RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Wed, Aug 27 - Sat, Aug 30
Delta
$197RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Best Times to Go
Delta
$221RT
Weekend Deal
Chicago, IL (MDW)toNewark, NJ (EWR)
Best Times to Go
Delta
See more deals to Newark, NJ (EWR)
Chicago, IL (MDW) to
Toronto, Canada (YTZ)
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$182RT
Nonstop
Chicago, IL (MDW)toToronto, ON (YTZ)
Fri, Jun 13 - Fri, Jun 20
Porter Airlines
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Chicago, IL (MDW) to
Philadelphia, PA (PHL)
Watch this route 
$184RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Best Times to Go
Frontier
$236RT
Weekend Deal
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Minneapolis, MN (MSP)
Watch this route 
$190RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Best Times to Go
Delta
$213RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Thu, Aug 21 - Tue, Aug 26
Delta
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Chicago, IL (MDW) to
Phoenix, AZ (PHX)
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$196RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Best Times to Go
Frontier
$206RT
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Sat, May 31 - Sat, Jun 7
Frontier
$208RT
Nonstop
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Sun, Jun 29 - Sun, Jul 6
Frontier
See more deals to Phoenix, AZ (PHX)
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
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
See more deals to Panama City, FL (ECP)
Chicago, IL (MDW) to
Richmond, VA (RIC)
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$200RT
Chicago, IL (MDW)toRichmond, VA (RIC)
Best Times to Go
Delta
See more deals to Richmond, VA (RIC)
Chicago, IL (MDW) to
Columbus, OH (CMH)
Watch this route 
$201RT
Chicago, IL (MDW)toColumbus, OH (CMH)
Best Times to Go
Frontier
$226RT
Midweek Fare
Chicago, IL (MDW)toColumbus, OH (CMH)
Wed, Jul 2 - Wed, Jul 9
Delta
$236RT
Midweek Fare
Chicago, IL (MDW)toColumbus, OH (CMH)
Tue, Jun 10 - Tue, Jun 17
Delta
See more deals to Columbus, OH (CMH)
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
Louisville, KY (SDF)
Watch this route 
$209RT
Midweek Fare
Chicago, IL (MDW)toLouisville, KY (SDF)
Tue, Jul 1 - Tue, Jul 8
Delta
See more deals to Louisville, KY (SDF)
Chicago, IL (MDW) to
Charlotte, NC (CLT)
Watch this route 
$212RT
Midweek Fare
Chicago, IL (MDW)toCharlotte, NC (CLT)
Best Times to Go
Delta
$228RT
Midweek Fare
Chicago, IL (MDW)toCharlotte, NC (CLT)
Wed, May 28 - Wed, Jun 4
Delta
See more deals to Charlotte, NC (CLT)
Chicago, IL (MDW) to
Greenville, SC (GSP)
Watch this route 
$214RT
Midweek Fare
Chicago, IL (MDW)toGreenville, SC (GSP)
Best Times to Go
Delta
See more deals to Greenville, SC (GSP)
Chicago, IL (MDW) to
Boston, MA (BOS)
Watch this route 
$216RT
Chicago, IL (MDW)toBoston, MA (BOS)
Sat, May 24 - Tue, May 27
Delta
$217RT
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
$232RT
Chicago, IL (MDW)toNew Orleans, LA (MSY)
Sat, May 17 - Tue, May 20
Delta
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Chicago, IL (MDW) to
Fort Lauderdale, FL (FLL)
Watch this route 
$216RT
Chicago, IL (MDW)toFort Lauderdale, FL (FLL)
Best Times to Go
Delta
$236RT
Chicago, IL (MDW)toFort Lauderdale, FL (FLL)
Fri, May 30 - Fri, Jun 6
Delta
See more deals to Fort Lauderdale, FL (FLL)
Chicago, IL (MDW) to
Austin, TX (AUS)
Watch this route 
$216RT
Midweek Fare
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
$227RT
Chicago, IL (MDW)toMiami, FL (MIA)
Sat, Aug 9 - Sat, Aug 16
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
Buffalo, NY (BUF)
Watch this route 
$220RT
Chicago, IL (MDW)toBuffalo, NY (BUF)
Best Times to Go
Frontier
See more deals to Buffalo, NY (BUF)
Chicago, IL (MDW) to
Grand Rapids, MI (GRR)
Watch this route 
$220RT
Midweek Fare
Chicago, IL (MDW)toGrand Rapids, MI (GRR)
Tue, Jun 10 - Tue, Jun 17
Delta
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Chicago, IL (MDW) to
Cincinnati, OH (CVG)
Watch this route 
$221RT
Chicago, IL (MDW)toCincinnati, OH (CVG)
Fri, May 30 - Fri, Jun 6
Frontier
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Chicago, IL (MDW) to
Washington DC, DC (DCA)
Watch this route 
$222RT
Weekend Deal
Chicago, IL (MDW)toWashington, DC (DCA)
Best Times to Go
Delta
$223RT
Chicago, IL (MDW)toWashington, DC (DCA)
Wed, May 28 - Mon, Jun 2
Delta
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Chicago, IL (MDW) to
Portland, ME (PWM)
Watch this route 
$222RT
Weekend Deal
Chicago, IL (MDW)toPortland, ME (PWM)
Thu, May 29 - Mon, Jun 2
Delta
See more deals to Portland, ME (PWM)
Chicago, IL (MDW) to
Washington DC, DC (IAD)
Watch this route 
$222RT
Weekend Deal
Chicago, IL (MDW)toWashington, DC (IAD)
Fri, May 23 - Sun, May 25
Delta
$223RT
Chicago, IL (MDW)toWashington, DC (IAD)
Best Times to Go
Delta
See more deals to Washington DC, DC (IAD)
Chicago, IL (MDW) to
Cleveland, OH (CLE)
Watch this route 
$226RT
Midweek Fare
Chicago, IL (MDW)toCleveland, OH (CLE)
Best Times to Go
Delta
See more deals to Cleveland, OH (CLE)
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
Columbia, SC (CAE)
Watch this route 
$228RT
Weekend Deal
Chicago, IL (MDW)toColumbia, SC (CAE)
Thu, Jul 3 - Tue, Jul 8
Delta
See more deals to Columbia, SC (CAE)
Chicago, IL (MDW) to
Syracuse, NY (SYR)
Watch this route 
$228RT
Chicago, IL (MDW)toSyracuse, NY (SYR)
Fri, Jun 20 - Mon, Jun 30
Delta
See more deals to Syracuse, NY (SYR)
Chicago, IL (MDW) to
Bozeman, MT (BZN)
Watch this route 
$236RT
Midweek Fare
Chicago, IL (MDW)toBozeman, MT (BZN)
Thu, Aug 21 - Wed, Aug 27
Delta
See more deals to Bozeman, MT (BZN)
Chicago, IL (MDW) to
Omaha, NE (OMA)
Watch this route 
$236RT
Midweek Fare
Chicago, IL (MDW)toOmaha, NE (OMA)
Best Times to Go
Delta
See more deals to Omaha, NE (OMA)
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