Cheap flights to Chicago, Illinois (MDW)

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Low Fares to Chicago, Illinois (MDW)

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Details
$78 RT
Dallas, TX (DAL) Late Summer/Fall travel.. No min. stay.. Fare can be bought one-way for... (Southwest) See all details »
$82 RT
Los Angeles, CA (LAX) Fall travel.. No min. stay.. Fare can be bought one-way for half the lo... (Southwest) See all details »
$98 RT
Grand Rapids, MI (GRR) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$146 RT
Louisville, KY (SDF) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$156 RT
Minneapolis, MN (MSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$164 RT
Indianapolis, IN (IND) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$166 RT
Dayton, OH (DAY) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$166 RT
Flint, MI (FNT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$166 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$182 RT
Columbus, OH (CMH) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$186 RT
Memphis, TN (MEM) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$203 RT
Newark, NJ (EWR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$204 RT
Columbus, OH (CMH) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Delta) See all details »
$204 RT
Washington, D.C. (DCA) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$204 RT
Lexington, KY (LEX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$204 RT
Augusta, GA (AGS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$212 RT
Omaha, NE (OMA) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$213 RT
Baltimore, MD (BWI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$213 RT
Detroit, MI (DTW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$213 RT
Los Angeles, CA (LAX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$213 RT
Louisville, KY (SDF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$214 RT
Cleveland, OH (CLE) No min. stay.. Fare can be bought one-way for half the lowest roundtrip... (Delta) See all details »
$217 RT
Columbus, OH (CMH) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$218 RT
New York City, NY (JFK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$218 RT
Toronto, ON, Canada (YTZ) Lowest fare found for travel within the next 30 days. (Porter Airlines) See all details »
$219 RT
Memphis, TN (MEM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$220 RT
St. Louis, MO (STL) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$222 RT
Cleveland, OH (CLE) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$223 RT
Pittsburgh, PA (PIT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$223 RT
Providence, RI (PVD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$224 RT
Rochester, NY (ROC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$228 RT
Buffalo, NY (BUF) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$233 RT
Des Moines, IA (DSM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$233 RT
Kansas City, MO (MCI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$233 RT
New Orleans, LA (MSY) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$235 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$239 RT
Toronto, ON, Canada (YYZ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$247 RT
Wichita, KS (ICT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$247 RT
Omaha, NE (OMA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$248 RT
Manchester, NH (MHT) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$248 RT
Providence, RI (PVD) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$248 RT
Birmingham, AL (BHM) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$249 RT
St. Louis, MO (STL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$250 RT
Oakland, CA (OAK) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$252 RT
Buffalo, NY (BUF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$253 RT
Tampa, FL (TPA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$254 RT
Norfolk, VA (ORF) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$257 RT
Richmond, VA (RIC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$258 RT
Charleston, SC (CHS) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$258 RT
New Orleans, LA (MSY) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$263 RT
Philadelphia, PA (PHL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$264 RT
Columbia, SC (CAE) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$266 RT
Asheville, NC (AVL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$266 RT
Wilmington, NC (ILM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$266 RT
Raleigh, NC (RDU) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$271 RT
Akron, OH (CAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$274 RT
Greenville, SC (GSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$278 RT
Chattanooga, TN (CHA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$278 RT
Nashville, TN (BNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$279 RT
Houston, TX (HOU) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$279 RT
Houston, TX (IAH) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$280 RT
Oklahoma City, OK (OKC) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$282 RT
Charlotte, NC (CLT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$283 RT
Lincoln, NE (LNK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
San Antonio, TX (SAT) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$284 RT
Baton Rouge, LA (BTR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
Gulfport, MS (GPT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
Birmingham, AL (BHM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$284 RT
Denver, CO (DEN) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Delta) See all details »
$289 RT
Ft. Myers, FL (RSW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$292 RT
Dallas, TX (DAL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$292 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$293 RT
Las Vegas, NV (LAS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$294 RT
Allentown, PA (ABE) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$302 RT
San Jose, CA (SJC) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$303 RT
Sioux Falls, SD (FSD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$304 RT
Daytona Beach, FL (DAB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$305 RT
Manchester, NH (MHT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$305 RT
Norfolk, VA (ORF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$306 RT
Syracuse, NY (SYR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$306 RT
Washington, D.C. (DCA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$306 RT
Washington, D.C. (IAD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$307 RT
Traverse City, MI (TVC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$309 RT
Greensboro, NC (GSO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$311 RT
Knoxville, TN (TYS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$312 RT
Springfield, MO (SGF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$312 RT
Oklahoma City, OK (OKC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$313 RT
Portland, OR (PDX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$313 RT
Seattle, WA (SEA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$314 RT
Jacksonville, FL (JAX) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$314 RT
Ft. Walton Beach, FL (VPS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$315 RT
West Palm Beach, FL (PBI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$316 RT
Cincinnati, OH (CVG) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$317 RT
Denver, CO (DEN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$318 RT
Charleston, SC (CHS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$321 RT
Orlando, FL (MCO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$322 RT
Albuquerque, NM (ABQ) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$323 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$328 RT
San Antonio, TX (SAT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$332 RT
Panama City Beach, FL (ECP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$339 RT
Pensacola, FL (PNS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$340 RT
Hartford, CT (BDL) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$340 RT
Albany, NY (ALB) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$342 RT
Ontario, CA (ONT) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$344 RT
Missoula, MT (MSO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$344 RT
Miami, FL (MIA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$347 RT
San Juan, Puerto Rico (SJU) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$349 RT
White Plains, NY (HPN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$350 RT
El Paso, TX (ELP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$351 RT
Harrisburg, PA (MDT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$352 RT
Mobile, AL (MOB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$356 RT
Jacksonville, FL (JAX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$359 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$359 RT
Fayetteville, AR (XNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$362 RT
Reno, NV (RNO) Late Summer/Fall travel.. No min. stay.. Fare can be bought one-way for... (Southwest) See all details »
$362 RT
Fargo, ND (FAR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$363 RT
Phoenix, AZ (PHX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$363 RT
Tulsa, OK (TUL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$365 RT
New York City, NY (LGA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$368 RT
Bismarck, ND (BIS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$369 RT
Ft. Lauderdale, FL (FLL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$378 RT
Myrtle Beach, SC (MYR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$380 RT
Savannah, GA (SAV) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$380 RT
Spokane, WA (GEG) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$382 RT
Salt Lake City, UT (SLC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$383 RT
Albany, NY (ALB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$383 RT
Hartford, CT (BDL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$386 RT
Sacramento, CA (SMF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$392 RT
Tucson, AZ (TUS) Late Summer/Fall/Winter travel.. No min. stay.. Fare can be bought one-... (Southwest) See all details »
$392 RT
Reno, NV (RNO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$393 RT
Santa Ana, CA (SNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$394 RT
Boise, ID (BOI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$397 RT
Jackson, MS (JAN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$401 RT
Long Beach, CA (LGB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$403 RT
Little Rock, AR (LIT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$403 RT
San Francisco, CA (SFO) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$404 RT
Portland, ME (PWM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$407 RT
Oakland, CA (OAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$416 RT
Ontario, CA (ONT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$417 RT
San Diego, CA (SAN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$418 RT
Colorado Springs, CO (COS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$420 RT
San Jose, CA (SJC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$430 RT
Tucson, AZ (TUS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$431 RT
Palm Springs, CA (PSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$444 RT
Sarasota, FL (SRQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$485 RT
Burbank, CA (BUR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$522 RT
Branson, MO (BKG) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$544 RT
Burlington, VT (BTV) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$613 RT
Billings, MT (BIL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$642 RT
Bozeman, MT (BZN) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$880 RT
Honolulu, HI (HNL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
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Low Fares to Chicago, Illinois (ORD)
Details
$56 RT
Minneapolis, MN (MSP) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$56 RT
Pittsburgh, PA (PIT) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$66 RT
Nashville, TN (BNA) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$66 RT
Kansas City, MO (MCI) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$70 RT
Houston, TX (IAH) Lowest fare found for travel within the next 30 days. (Spirit Airlines) See all details »

See all fares to Chicago, Illinois (ORD) »

Low Fares to Milwaukee, Wisconsin (MKE)
Details
$76 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$76 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$107 RT
Atlanta, GA (ATL) Travel August only.. No min. stay.. Fare can be bought one-way for half... (Frontier) See all details »
$116 RT
Orlando, FL (MCO) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$116 RT
Philadelphia, PA (PHL) Lowest fare found for travel within the next 30 days. (Frontier) See all details »

See all fares to Milwaukee, Wisconsin (MKE) »

Low Fares to Peoria, Illinois (PIA)
Details
$189 RT
Punta Gorda, FL (PGD) Lowest fare found for travel within the next 30 days. (Allegiant) See all details »
$237 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$250 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (United, American) See all details »
$254 RT
Phoenix, AZ (PHX) Lowest fare found for travel within the next 30 days. (United, American) See all details »
$264 RT
Orlando, FL (MCO) Lowest fare found for travel within the next 30 days. (United, American) See all details »

See all fares to Peoria, Illinois (PIA) »

Low Fares to Springfield, Illinois (SPI)
Details
$249 RT
Dallas, TX (DFW) Lowest fare found for travel within the next 30 days. (American) See all details »

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