Cheap flights to Chicago, Illinois (MDW)

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Low Fares to Chicago, Illinois (MDW)

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$224 RT
Akron, OH (CAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$344 RT
Albany, NY (ALB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$398 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$230 RT
Atlanta, GA (ATL) Late Summer/Fall travel; Nonstop flights.. Spring travel; Nonstop fligh... (Southwest) See all details »
$229 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$294 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$244 RT
Baltimore, MD (BWI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$258 RT
Birmingham, AL (BHM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$322 RT
Boise, ID (BOI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Buffalo, NY (BUF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$400 RT
Burbank, CA (BUR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$286 RT
Charleston, SC (CHS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$256 RT
Charlotte, NC (CLT) 330 day travel period. (Delta) See all details »
$256 RT
Charlotte, NC (CLT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$378 RT
Cincinnati, OH (CVG) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Cleveland, OH (CLE) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$146 RT
Columbus, OH (CMH) Non-Stop Flights.. Travel period valid through October.. No min. stay..... (Southwest) See all details »
$164 RT
Columbus, OH (CMH) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Dallas, TX (DAL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Des Moines, IA (DSM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$206 RT
Detroit, MI (DTW) Non-Stop Flights.. No min. stay.. Fare can be bought one-way for half t... (Southwest) See all details »
$205 RT
Detroit, MI (DTW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$205 RT
Detroit, MI (DTW) Non-Stop Flights.. No min. stay.. Travel period valid through October..... (Delta) See all details »
$324 RT
El Paso, TX (ELP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$350 RT
Fayetteville, AR (XNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Ft. Lauderdale, FL (FLL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$332 RT
Ft. Myers, FL (RSW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$292 RT
Greensboro, NC (GSO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$231 RT
Greenville, SC (GSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$344 RT
Hartford, CT (BDL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Houston, TX (HOU) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Houston, TX (IAH) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$334 RT
Jackson, MS (JAN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$316 RT
Jacksonville, FL (JAX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$164 RT
Kansas City, MO (MCI) 330 day travel period.. No min. stay. (Delta) See all details »
$136 RT
Kansas City, MO (MCI) Non-Stop Flights.. No min. stay.. Fare can be bought one-way for half t... (Southwest) See all details »
$164 RT
Kansas City, MO (MCI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$290 RT
Las Vegas, NV (LAS) 330 day travel period.. No peak holiday travel at this price. (Delta) See all details »
$238 RT
Las Vegas, NV (LAS) Non-Stop Flights.. No min. stay.. Fare can be bought one-way for half t... (Southwest) See all details »
$284 RT
Las Vegas, NV (LAS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$336 RT
Little Rock, AR (LIT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$292 RT
Long Beach, CA (LGB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$344 RT
Los Angeles, CA (LAX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$188 RT
Louisville, KY (SDF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$246 RT
Manchester, NH (MHT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$179 RT
Memphis, TN (MEM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Miami, FL (MIA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$147 RT
Minneapolis, MN (MSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$248 RT
Nashville, TN (BNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
New Orleans, LA (MSY) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$244 RT
New York City, NY (JFK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$378 RT
New York City, NY (LGA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$238 RT
Newark, NJ (EWR) No min. stay.. Fare can be bought one-way for half the lowest roundtrip... (Southwest) See all details »
$232 RT
Newark, NJ (EWR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
Norfolk, VA (ORF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$322 RT
Oakland, CA (OAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$272 RT
Oklahoma City, OK (OKC) No min. stay.. Fare can be bought one-way for half the lowest roundtrip... (Southwest) See all details »
$164 RT
Oklahoma City, OK (OKC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$229 RT
Omaha, NE (OMA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$319 RT
Ontario, CA (ONT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$286 RT
Orlando, FL (MCO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$272 RT
Pensacola, FL (PNS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$194 RT
Philadelphia, PA (PHL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$348 RT
Phoenix, AZ (PHX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Pittsburgh, PA (PIT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$218 RT
Pittsburgh, PA (PIT) Non-Stop Flights.. Travel period valid through October.. No min. stay..... (Southwest) See all details »
$390 RT
Portland, OR (PDX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$246 RT
Providence, RI (PVD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$260 RT
Raleigh, NC (RDU) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$312 RT
Reno, NV (RNO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$350 RT
Richmond, VA (RIC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$415 RT
Sacramento, CA (SMF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$229 RT
Salt Lake City, UT (SLC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
San Antonio, TX (SAT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$390 RT
San Diego, CA (SAN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$286 RT
San Francisco, CA (SFO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$370 RT
San Jose, CA (SJC) No min. stay.. Fare can be bought one-way for half the lowest roundtrip... (Southwest) See all details »
$286 RT
San Jose, CA (SJC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$332 RT
Santa Ana, CA (SNA) No min. stay.. Fare can be bought one-way for half the lowest roundtrip... (Southwest) See all details »
$348 RT
Santa Ana, CA (SNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$372 RT
Sarasota, FL (SRQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$333 RT
Seattle, WA (SEA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$264 RT
Spokane, WA (GEG) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$220 RT
St. Louis, MO (STL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
Tampa, FL (TPA) No min. stay. (Delta) See all details »
$184 RT
Tampa, FL (TPA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$146 RT
Tampa, FL (TPA) Non-Stop Flights.. No min. stay.. Fare can be bought one-way for half t... (Southwest) See all details »
$239 RT
Toronto, ON, Canada (YTZ) Lowest fare found for travel within the next 30 days. (Porter Airlines) See all details »
$392 RT
Tucson, AZ (TUS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$164 RT
Tulsa, OK (TUL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$178 RT
Washington, D.C. (IAD) Non-Stop Flights.. No min. stay.. Fare can be bought one-way for half t... (Southwest) See all details »
$194 RT
Washington, D.C. (IAD) No min. stay.. No peak summer travel at this price. (Delta) See all details »
$194 RT
Washington, D.C. (DCA) No min. stay.. No peak summer travel at this price. (Delta) See all details »
$194 RT
Washington, D.C. (DCA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$194 RT
Washington, D.C. (IAD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$184 RT
West Palm Beach, FL (PBI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
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Low Fares to Springfield, Illinois (SPI)
Details
$177 RT
Chicago, IL (ORD) Non-Stop Flights.. No min. stay. (United) See all details »
$177 RT
Chicago, IL (ORD) Non-Stop Flights.. No min. stay. (United) See all details »
$299 RT
Orlando, FL (MCO) 330 day travel period. (United, American) See all details »

Low Fares to Peoria, Illinois (PIA)
Details
$329 RT
Atlanta, GA (ATL) Non-Stop Flights. (Delta) See all details »
$342 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (United, American) See all details »
$299 RT
Fargo, ND (FAR) 330 day travel period. (Delta, United, American) See all details »

Low Fares to Milwaukee, Wisconsin (MKE)
Details
$230 RT
Atlanta, GA (ATL) Non-Stop Flights.. Travel period valid through October.. No min. stay..... (Southwest) See all details »
$229 RT
Atlanta, GA (ATL) Non-Stop Flights.. Travel period valid through October.. No peak summer... (Delta) See all details »
$229 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$301 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$224 RT
Baltimore, MD (BWI) Non-Stop Flights.. Travel period valid through October.. No min. stay..... (Southwest) See all details »

See all fares to Milwaukee, Wisconsin (MKE) »

Low Fares to Chicago, Illinois (ORD)
Details
$225 RT
Akron, OH (CAK) Lowest fare found for travel within the next 30 days. (United) See all details »
$227 RT
Albany, NY (ALB) Lowest fare found for travel within the next 30 days. (United) See all details »
$337 RT
Albany, NY (ALB) Non-Stop Flights.. Travel period valid through October.. No peak summer... (United) See all details »
$310 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (American) See all details »
$307 RT
Allentown, PA (ABE) Lowest fare found for travel within the next 30 days. (United) See all details »

See all fares to Chicago, Illinois (ORD) »

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