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Cheap flights to Chicago, Illinois (MDW)

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Low Fares to Chicago, Illinois (MDW)

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$264 RT
Akron, OH (CAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$380 RT
Albany, NY (ALB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$498 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$277 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$278 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$244 RT
Baltimore, MD (BWI) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$256 RT
Birmingham, AL (BHM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$214 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$269 RT
Branson, MO (BKG) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$262 RT
Buffalo, NY (BUF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$407 RT
Burbank, CA (BUR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$358 RT
Charleston, SC (CHS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$292 RT
Charlotte, NC (CLT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$358 RT
Cincinnati, OH (CVG) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$184 RT
Cleveland, OH (CLE) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$206 RT
Columbus, OH (CMH) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$180 RT
Dallas, TX (DAL) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$180 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$145 RT
Denver, CO (DEN) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$232 RT
Des Moines, IA (DSM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$215 RT
Detroit, MI (DTW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$300 RT
El Paso, TX (ELP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$472 RT
Fayetteville, AR (XNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$340 RT
Ft. Lauderdale, FL (FLL) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$300 RT
Ft. Myers, FL (RSW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$324 RT
Greensboro, NC (GSO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$243 RT
Greenville, SC (GSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$324 RT
Hartford, CT (BDL) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$264 RT
Houston, TX (HOU) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$264 RT
Houston, TX (IAH) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$332 RT
Islip, NY (ISP) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$366 RT
Jackson, MS (JAN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$352 RT
Jacksonville, FL (JAX) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$243 RT
Kansas City, MO (MCI) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$273 RT
Las Vegas, NV (LAS) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$244 RT
Little Rock, AR (LIT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$427 RT
Long Beach, CA (LGB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$290 RT
Los Angeles, CA (LAX) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$196 RT
Louisville, KY (SDF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$296 RT
Manchester, NH (MHT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$279 RT
Memphis, TN (MEM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$380 RT
Miami, FL (MIA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$177 RT
Minneapolis, MN (MSP) Lowest fare found for travel within the next 30 days. (Sun Country Airlines, Delta) See all details »
$262 RT
Nashville, TN (BNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$288 RT
New Orleans, LA (MSY) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$362 RT
New York City, NY (JFK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$274 RT
New York City, NY (LGA) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$324 RT
Newark, NJ (EWR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$342 RT
Norfolk, VA (ORF) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$292 RT
Oakland, CA (OAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$248 RT
Oklahoma City, OK (OKC) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$179 RT
Omaha, NE (OMA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$367 RT
Ontario, CA (ONT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$265 RT
Orlando, FL (MCO) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$308 RT
Pensacola, FL (PNS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$336 RT
Philadelphia, PA (PHL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$212 RT
Phoenix, AZ (PHX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$246 RT
Pittsburgh, PA (PIT) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$310 RT
Portland, OR (PDX) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$296 RT
Providence, RI (PVD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$276 RT
Raleigh, NC (RDU) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$376 RT
Reno, NV (RNO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$362 RT
Richmond, VA (RIC) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$252 RT
Salt Lake City, UT (SLC) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$302 RT
San Antonio, TX (SAT) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$290 RT
San Diego, CA (SAN) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$282 RT
San Francisco, CA (SFO) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$284 RT
San Jose, CA (SJC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$290 RT
Santa Ana, CA (SNA) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$464 RT
Sarasota, FL (SRQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$289 RT
Seattle, WA (SEA) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$290 RT
Spokane, WA (GEG) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$232 RT
St. Louis, MO (STL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$289 RT
Tampa, FL (TPA) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$301 RT
Toronto, ON, Canada (YTZ) Lowest fare found for travel within the next 30 days. (Porter Airlines) See all details »
$145 RT
Trenton, NJ (TTN) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$422 RT
Tucson, AZ (TUS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$240 RT
Tulsa, OK (TUL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$244 RT
Washington, D.C. (DCA) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$244 RT
Washington, D.C. (IAD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
West Palm Beach, FL (PBI) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
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Low Fares to Peoria, Illinois (PIA)
Details
$402 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (American) See all details »

Low Fares to Milwaukee, Wisconsin (MKE)
Details
$281 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (US Airways) See all details »
$297 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$279 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (US Airways) See all details »
$438 RT
Burbank, CA (BUR) Lowest fare found for travel within the next 30 days. (US Airways) See all details »
$300 RT
Charlotte, NC (CLT) Lowest fare found for travel within the next 30 days. (United) See all details »

See all fares to Milwaukee, Wisconsin (MKE) »

Low Fares to Chicago, Illinois (ORD)
Details
$168 RT
Akron, OH (CAK) Lowest fare found for travel within the next 30 days. (United) See all details »
$340 RT
Albany, NY (ALB) Lowest fare found for travel within the next 30 days. (US Airways) See all details »
$385 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (American) See all details »
$301 RT
Allentown, PA (ABE) Lowest fare found for travel within the next 30 days. (United) See all details »
$523 RT
Anchorage, AK (ANC) Lowest fare found for travel within the next 30 days. (United, Alaska) See all details »

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