Flights from Chicago (MDW)

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Airlines
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Fare Type
Nearby Airports
When to Travel
Chicago, IL (MDW) to
Detroit, MI (DTW)
Watch this route 
$97RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDetroit, MI (DTW)
Best Times to Go
Delta
$225RT
Nonstop
Chicago, IL (MDW)toDetroit, MI (DTW)
Sat, Aug 9 - Sat, Aug 16
Delta
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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
$147RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Tue, Jul 1 - Tue, Jul 8
Delta
$190RT
Nonstop
Chicago, IL (MDW)toMinneapolis, MN (MSP)
Sat, May 10 - Mon, May 12
Delta
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Chicago, IL (MDW) to
Atlanta, GA (ATL)
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$98RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toAtlanta, GA (ATL)
Best Times to Go
Frontier
$99RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toAtlanta, GA (ATL)
Tue, May 27 - Tue, Jun 3
Frontier
$118RT
Nonstop
Chicago, IL (MDW)toAtlanta, GA (ATL)
Sat, Jul 12 - Sat, Jul 19
Frontier
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Chicago, IL (MDW) to
Baltimore, MD (BWI)
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$108RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toBaltimore, MD (BWI)
Best Times to Go
Frontier
$140RT
Nonstop
Chicago, IL (MDW)toBaltimore, MD (BWI)
Fri, Jul 4 - Fri, Jul 11
Frontier
$196RT
Weekend Deal
Chicago, IL (MDW)toBaltimore, MD (BWI)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Houston, TX (IAH)
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$108RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toHouston, TX (IAH)
Wed, May 14 - Wed, May 21
Frontier
$143RT
Nonstop
Chicago, IL (MDW)toHouston, TX (IAH)
Fri, Jul 4 - Fri, Jul 11
Frontier
$148RT
Nonstop
Chicago, IL (MDW)toHouston, TX (IAH)
Mon, Jun 2 - Mon, Jun 9
Frontier
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Chicago, IL (MDW) to
Dallas, TX (DFW)
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$122RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Best Times to Go
Frontier
$126RT
Nonstop
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Sat, May 31 - Sat, Jun 7
Frontier
$159RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDallas/Fort Worth, TX (DFW)
Fri, May 16 - Mon, May 19
Frontier
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Chicago, IL (MDW) to
Tampa, FL (TPA)
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$131RT
Nonstop
Chicago, IL (MDW)toTampa, FL (TPA)
Best Times to Go
Frontier
$167RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toTampa, FL (TPA)
Thu, Jun 5 - Thu, Jun 12
Frontier
$188RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toTampa, FL (TPA)
Thu, Jul 3 - Thu, Jul 10
Frontier
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Chicago, IL (MDW) to
Orlando, FL (MCO)
Watch this route 
$138RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toOrlando, FL (MCO)
Best Times to Go
Frontier
$163RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Mon, Jun 2 - Mon, Jun 9
Frontier
$179RT
Nonstop
Chicago, IL (MDW)toOrlando, FL (MCO)
Fri, Jul 4 - Fri, Jul 11
Frontier
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Chicago, IL (MDW) to
Las Vegas, NV (LAS)
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$160RT
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
$198RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toLas Vegas, NV (LAS)
Fri, May 2 - Mon, May 5
Frontier
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Chicago, IL (MDW) to
Philadelphia, PA (PHL)
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$164RT
Nonstop
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Best Times to Go
Frontier
$194RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Fri, Apr 25 - Sun, Apr 27
Frontier
$226RT
Weekend Deal
Chicago, IL (MDW)toPhiladelphia, PA (PHL)
Fri, May 9 - Sun, May 11
Delta
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Chicago, IL (MDW) to
Newark, NJ (EWR)
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$167RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Best Times to Go
Delta
$178RT
Midweek Fare
Chicago, IL (MDW)toNewark, NJ (EWR)
Wed, Jun 4 - Wed, Jun 11
Delta
$196RT
Chicago, IL (MDW)toNewark, NJ (EWR)
Sat, May 3 - Tue, May 6
Delta
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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)
Sat, May 31 - Sat, Jun 7
Delta
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Chicago, IL (MDW) to
Pittsburgh, PA (PIT)
Watch this route 
$176RT
Midweek Fare
Chicago, IL (MDW)toPittsburgh, PA (PIT)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Grand Rapids, MI (GRR)
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$176RT
Midweek Fare
Chicago, IL (MDW)toGrand Rapids, MI (GRR)
Tue, May 20 - Tue, May 27
Delta
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Chicago, IL (MDW) to
Saint Louis, MO (STL)
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$176RT
Midweek Fare
Chicago, IL (MDW)toSaint Louis, MO (STL)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Louisville, KY (SDF)
Watch this route 
$176RT
Midweek Fare
Chicago, IL (MDW)toLouisville, KY (SDF)
Tue, Jul 1 - Tue, Jul 8
Delta
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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)
Wed, Jul 2 - Wed, Jul 9
Delta
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Chicago, IL (MDW) to
Denver, CO (DEN)
Watch this route 
$178RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toDenver, CO (DEN)
Best Times to Go
Frontier
$196RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDenver, CO (DEN)
Thu, May 8 - Sun, May 11
Frontier
$199RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toDenver, CO (DEN)
Thu, May 1 - Sun, May 4
Frontier
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Chicago, IL (MDW) to
Phoenix, AZ (PHX)
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$186RT
Nonstop|Weekend Deal
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Thu, May 8 - Sun, May 11
Frontier
$188RT
Nonstop|Midweek Fare
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Best Times to Go
Frontier
$208RT
Nonstop
Chicago, IL (MDW)toPhoenix, AZ (PHX)
Sun, Jun 8 - Sun, Jun 15
Frontier
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Chicago, IL (MDW) to
New York City, NY (LGA)
Watch this route 
$188RT
Midweek Fare
Chicago, IL (MDW)toNew York, NY (LGA)
Wed, May 14 - Wed, May 21
Frontier
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Chicago, IL (MDW) to
Cleveland, OH (CLE)
Watch this route 
$192RT
Midweek Fare
Chicago, IL (MDW)toCleveland, OH (CLE)
Best Times to Go
Frontier
$226RT
Midweek Fare
Chicago, IL (MDW)toCleveland, OH (CLE)
Wed, May 28 - Wed, Jun 4
Delta
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Chicago, IL (MDW) to
Boston, MA (BOS)
Watch this route 
$195RT
Chicago, IL (MDW)toBoston, MA (BOS)
Best Times to Go
Delta
$217RT
Weekend Deal
Chicago, IL (MDW)toBoston, MA (BOS)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Charlotte, NC (CLT)
Watch this route 
$196RT
Midweek Fare
Chicago, IL (MDW)toCharlotte, NC (CLT)
Best Times to Go
Delta
$226RT
Weekend Deal
Chicago, IL (MDW)toCharlotte, NC (CLT)
Fri, May 9 - Sun, May 11
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
$216RT
Weekend Deal
Chicago, IL (MDW)toRaleigh/Durham, NC (RDU)
Thu, May 22 - Sun, May 25
Delta
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Chicago, IL (MDW) to
Dallas, TX (DAL)
Watch this route 
$196RT
Weekend Deal
Chicago, IL (MDW)toDallas, TX (DAL)
Best Times to Go
Delta
$207RT
Chicago, IL (MDW)toDallas, TX (DAL)
Best Times to Go
Delta
$216RT
Midweek Fare
Chicago, IL (MDW)toDallas, TX (DAL)
Wed, Jun 4 - Wed, Jun 11
Delta
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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
Los Angeles, CA (LAX)
Watch this route 
$198RT
Chicago, IL (MDW)toLos Angeles, CA (LAX)
Sat, Apr 26 - Mon, Apr 28
Frontier
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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
Washington DC, DC (DCA)
Watch this route 
$206RT
Chicago, IL (MDW)toWashington, DC (DCA)
Best Times to Go
Delta
$222RT
Weekend Deal
Chicago, IL (MDW)toWashington, DC (DCA)
Best Times to Go
Delta
See more deals to Washington DC, DC (DCA)
Chicago, IL (MDW) to
San Francisco, CA (SFO)
Watch this route 
$208RT
Midweek Fare
Chicago, IL (MDW)toSan Francisco, CA (SFO)
Wed, May 14 - Wed, May 21
Frontier
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Chicago, IL (MDW) to
Knoxville, TN (TYS)
Watch this route 
$208RT
Chicago, IL (MDW)toKnoxville, TN (TYS)
Wed, Jul 9 - Sun, Jul 13
Delta
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Chicago, IL (MDW) to
Cincinnati, OH (CVG)
Watch this route 
$212RT
Chicago, IL (MDW)toCincinnati, OH (CVG)
Sun, May 25 - Sun, Jun 1
Frontier
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Chicago, IL (MDW) to
New Orleans, LA (MSY)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toNew Orleans, LA (MSY)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Fort Myers, FL (RSW)
Watch this route 
$216RT
Midweek Fare
Chicago, IL (MDW)toFort Myers, FL (RSW)
Best Times to Go
Delta
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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
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Chicago, IL (MDW) to
Austin, TX (AUS)
Watch this route 
$216RT
Weekend Deal
Chicago, IL (MDW)toAustin, TX (AUS)
Best Times to Go
Delta
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Chicago, IL (MDW) to
Myrtle Beach, SC (MYR)
Watch this route 
$216RT
Chicago, IL (MDW)toMyrtle Beach, SC (MYR)
Wed, May 14 - Sat, May 17
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
$227RT
Chicago, IL (MDW)toMiami, FL (MIA)
Sat, Aug 23 - Sat, Aug 30
Delta
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Chicago, IL (MDW) to
Buffalo, NY (BUF)
Watch this route 
$221RT
Chicago, IL (MDW)toBuffalo, NY (BUF)
Best Times to Go
Frontier
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Chicago, IL (MDW) to
Washington DC, DC (IAD)
Watch this route 
$222RT
Weekend Deal
Chicago, IL (MDW)toWashington, DC (IAD)
Fri, May 9 - Sun, May 11
Delta
$230RT
Chicago, IL (MDW)toWashington, DC (IAD)
Best Times to Go
Delta
See more deals to Washington DC, DC (IAD)
Chicago, IL (MDW) to
San Diego, CA (SAN)
Watch this route 
$228RT
Weekend Deal
Chicago, IL (MDW)toSan Diego, CA (SAN)
Fri, Apr 25 - Mon, Apr 28
Frontier
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Chicago, IL (MDW) to
Fargo, ND (FAR)
Watch this route 
$228RT
Chicago, IL (MDW)toFargo, ND (FAR)
Sat, May 17 - Mon, May 26
Delta
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Chicago, IL (MDW) to
Burlington, VT (BTV)
Watch this route 
$228RT
Chicago, IL (MDW)toBurlington, VT (BTV)
Wed, Jun 18 - Sat, Jun 21
Delta
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Chicago, IL (MDW) to
Columbia, SC (CAE)
Watch this route 
$228RT
Midweek Fare
Chicago, IL (MDW)toColumbia, SC (CAE)
Thu, May 29 - Thu, Jun 5
Delta
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Chicago, IL (MDW) to
Portland, ME (PWM)
Watch this route 
$228RT
Midweek Fare
Chicago, IL (MDW)toPortland, ME (PWM)
Wed, May 28 - Wed, Jun 4
Delta
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Chicago, IL (MDW) to
Kansas City, MO (MCI)
Watch this route 
$230RT
Midweek Fare
Chicago, IL (MDW)toKansas City, MO (MCI)
Wed, May 14 - Wed, May 21
Delta
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