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Cheap flights to Chicago, Illinois (MDW)

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Low Fares to Chicago, Illinois (MDW)

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Details
$346 RT
Albuquerque, NM (ABQ) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$226 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$208 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$207 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay (Delta) See all details »
$278 RT
Austin, TX (AUS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$294 RT
Austin, TX (AUS) No min. stay (Delta) See all details »
$228 RT
Baltimore, MD (BWI) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$238 RT
Birmingham, AL (BHM) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$228 RT
Boston, MA (BOS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$184 RT
Boston, MA (BOS) Winter/Spring travel (Delta) See all details »
$162 RT
Boston, MA (BOS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$282 RT
Charleston, SC (CHS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$254 RT
Charlotte, NC (CLT) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$270 RT
Charlotte, NC (CLT) No min. stay (Delta) See all details »
$168 RT
Cleveland, OH (CLE) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$184 RT
Cleveland, OH (CLE) No min. stay (Delta) See all details »
$166 RT
Columbus, OH (CMH) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$168 RT
Columbus, OH (CMH) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$183 RT
Columbus, OH (CMH) No min. stay. No peak spring break travel at this price (Delta) See all details »
$184 RT
Dallas, TX (DFW) No min. stay (Delta) See all details »
$274 RT
Denver, CO (DEN) 330 day travel period. No min. stay. No peak spring break travel at thi... (Delta) See all details »
$108 RT
Denver, CO (DEN) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$166 RT
Des Moines, IA (DSM) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$168 RT
Detroit, MI (DTW) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$167 RT
Detroit, MI (DTW) Non-Stop Flights (Delta) See all details »
$184 RT
Ft. Lauderdale, FL (FLL) Winter travel (Delta) See all details »
$178 RT
Ft. Lauderdale, FL (FLL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$314 RT
Ft. Lauderdale, FL (FLL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$206 RT
Greenville, SC (GSP) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$278 RT
Hartford, CT (BDL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$294 RT
Hartford, CT (BDL) No min. stay (Delta) See all details »
$753 RT
Honolulu, HI (HNL) Winter/Spring travel (Delta) See all details »
$182 RT
Houston, TX (HOU) No min. stay (Delta) See all details »
$274 RT
Houston, TX (HOU) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$106 RT
Houston, TX (HOU) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$182 RT
Houston, TX (IAH) Winter travel (Delta) See all details »
$242 RT
Indianapolis, IN (IND) Year-round travel (Delta) See all details »
$164 RT
Kansas City, MO (MCI) Year-round travel. 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 the... (Southwest) See all details »
$284 RT
Las Vegas, NV (LAS) No min. stay (Delta) See all details »
$138 RT
Las Vegas, NV (LAS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$328 RT
Los Angeles, CA (LAX) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$284 RT
Los Angeles, CA (LAX) Winter travel (Delta) See all details »
$238 RT
Los Angeles, CA (LAX) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$168 RT
Louisville, KY (SDF) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$228 RT
Manchester, NH (MHT) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$158 RT
Memphis, TN (MEM) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$224 RT
Miami, FL (MIA) Year-round travel (Delta) See all details »
$81 RT
Minneapolis, MN (MSP) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Sun Country Airlines) See all details »
$156 RT
Minneapolis, MN (MSP) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$224 RT
Nashville, TN (BNA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$242 RT
Nashville, TN (BNA) No min. stay (Delta) See all details »
$158 RT
New York City, NY (LGA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$228 RT
New York City, NY (LGA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$214 RT
New York City, NY (JFK) Winter travel. No min. stay (Delta) See all details »
$228 RT
Newark, NJ (EWR) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$178 RT
Newark, NJ (EWR) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$244 RT
Newark, NJ (EWR) Winter/Spring travel (Delta) See all details »
$270 RT
Oakland, CA (OAK) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$322 RT
Ontario, CA (ONT) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$266 RT
Orlando, FL (MCO) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$270 RT
Orlando, FL (MCO) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$228 RT
Philadelphia, PA (PHL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$244 RT
Philadelphia, PA (PHL) No min. stay (Delta) See all details »
$204 RT
Phoenix, AZ (PHX) 330 day travel period. Peak summer travel is available!. No min. stay. ... (Delta) See all details »
$133 RT
Phoenix, AZ (PHX) No min. stay. No peak spring break travel at this price (Southwest) See all details »
$168 RT
Pittsburgh, PA (PIT) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$184 RT
Pittsburgh, PA (PIT) No min. stay (Delta) See all details »
$376 RT
Portland, OR (PDX) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$338 RT
Portland, OR (PDX) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$390 RT
Portland, OR (PDX) 330 day travel period. No peak spring break travel at this price. No pe... (Delta) See all details »
$228 RT
Providence, RI (PVD) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$240 RT
Raleigh, NC (RDU) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$256 RT
Raleigh, NC (RDU) No min. stay (Delta) See all details »
$200 RT
Rochester, NY (ROC) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$418 RT
Sacramento, CA (SMF) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$156 RT
Salt Lake City, UT (SLC) No min. stay. Fare can be bought one-way for half the lowest roundtrip ... (Southwest) See all details »
$184 RT
Salt Lake City, UT (SLC) Winter travel (Delta) See all details »
$264 RT
San Antonio, TX (SAT) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$390 RT
San Diego, CA (SAN) Year-round travel. No min. stay (Delta) See all details »
$376 RT
San Diego, CA (SAN) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$246 RT
San Francisco, CA (SFO) 330 day travel period. No min. stay (Delta) See all details »
$246 RT
San Francisco, CA (SFO) No min. stay. Fare can be bought one-way for half the lowest roundtrip ... (Southwest) See all details »
$284 RT
Santa Ana, CA (SNA) Winter travel (Delta) See all details »
$254 RT
Santa Ana, CA (SNA) No min. stay. Fare can be bought one-way for half the lowest roundtrip ... (Southwest) See all details »
$332 RT
Seattle, WA (SEA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$342 RT
Seattle, WA (SEA) 330 day travel period. No min. stay (Delta) See all details »
$168 RT
St. Louis, MO (STL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$168 RT
St. Louis, MO (STL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$184 RT
St. Louis, MO (STL) No min. stay (Delta) See all details »
$286 RT
Tampa, FL (TPA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$174 RT
Tampa, FL (TPA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$184 RT
Tampa, FL (TPA) 330 day travel period (Delta) See all details »
$108 RT
Tampa, FL (TPA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$372 RT
Tucson, AZ (TUS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$246 RT
Washington, D.C. (DCA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$246 RT
Washington, D.C. (IAD) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$228 RT
Washington, D.C. (IAD) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$228 RT
Washington, D.C. (DCA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$244 RT
Washington, D.C. (DCA) No min. stay (Delta) See all details »
$244 RT
Washington, D.C. (IAD) No min. stay (Delta) See all details »
$186 RT
Wichita, KS (ICT) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) 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 »
$329 RT
Dallas, TX (DFW) Non-Stop Flights (American) See all details »
$302 RT
New York City, NY (LGA) No min. stay (United) See all details »
$295 RT
Orlando, FL (MCO) Year-round travel (United, American) See all details »

See all fares to Springfield, Illinois (SPI) »

Low Fares to Peoria, Illinois (PIA)
Details
$315 RT
Atlanta, GA (ATL) Non-Stop Flights (Delta) See all details »
$278 RT
Fargo, ND (FAR) Winter/Spring travel (United) See all details »

Low Fares to Milwaukee, Wisconsin (MKE)
Details
$226 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$207 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay (Delta) See all details »
$208 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$220 RT
Baltimore, MD (BWI) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$250 RT
Boston, MA (BOS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »

See all fares to Milwaukee, Wisconsin (MKE) »

Low Fares to Chicago, Illinois (ORD)
Details
$305 RT
Albany, NY (ALB) Non-Stop Flights (United) See all details »
$352 RT
Amarillo, TX (AMA) Non-Stop Flights. No min. stay (American) See all details »
$275 RT
Asheville, NC (AVL) Winter/Spring travel; Nonstop flights (United) See all details »
$207 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay (Delta) See all details »
$138 RT
Atlanta, GA (ATL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Frontier) See all details »

See all fares to Chicago, Illinois (ORD) »

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