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Cheap flights to Chicago, Illinois (MDW)

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Low Fares to Chicago, Illinois (MDW)

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$270 RT
Akron, OH (CAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$360 RT
Albany, NY (ALB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$458 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$267 RT
Atlanta, GA (ATL) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$358 RT
Austin, TX (AUS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$309 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Frontier) 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 »
$262 RT
Birmingham, AL (BHM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$158 RT
Boston, MA (BOS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$190 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$323 RT
Branson, MO (BKG) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$184 RT
Buffalo, NY (BUF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$410 RT
Burbank, CA (BUR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$282 RT
Charleston, SC (CHS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$298 RT
Charlotte, NC (CLT) Year-round travel. No peak holiday travel at this price (Delta) See all details »
$298 RT
Charlotte, NC (CLT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$216 RT
Cleveland, OH (CLE) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$238 RT
Cleveland, OH (CLE) No peak holiday travel at this price (Delta) See all details »
$238 RT
Cleveland, OH (CLE) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$190 RT
Columbus, OH (CMH) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$212 RT
Columbus, OH (CMH) No peak holiday travel at this price (Delta) See all details »
$212 RT
Columbus, OH (CMH) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$160 RT
Dallas, TX (DAL) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$145 RT
Denver, CO (DEN) Non-Stop Flights. No min. stay. No peak holiday travel at this price (Frontier) See all details »
$165 RT
Denver, CO (DEN) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$238 RT
Des Moines, IA (DSM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$216 RT
Detroit, MI (DTW) Travel December only. Non-Stop Flights. No min. stay. Fare can be bough... (Southwest) See all details »
$221 RT
Detroit, MI (DTW) Non-Stop Flights. No min. stay. No peak holiday travel at this price (Delta) See all details »
$221 RT
Detroit, MI (DTW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$324 RT
Ft. Lauderdale, FL (FLL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$346 RT
Ft. Lauderdale, FL (FLL) No peak holiday travel at this price (Delta) See all details »
$319 RT
Ft. Lauderdale, FL (FLL) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$306 RT
Ft. Myers, FL (RSW) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$229 RT
Greenville, SC (GSP) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$340 RT
Hartford, CT (BDL) Year-round travel. No peak holiday travel at this price (Delta) See all details »
$340 RT
Hartford, CT (BDL) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$340 RT
Hartford, CT (BDL) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$278 RT
Houston, TX (HOU) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$292 RT
Houston, TX (HOU) No peak holiday travel at this price (Delta) See all details »
$292 RT
Houston, TX (IAH) No peak holiday travel at this price (Delta) See all details »
$292 RT
Houston, TX (HOU) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$198 RT
Indianapolis, IN (IND) Year-round travel (Delta) See all details »
$312 RT
Jacksonville, FL (JAX) Lowest fare found for travel within the next 30 days. (AirTran, 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 »
$164 RT
Kansas City, MO (MCI) Fall/Winter travel. No peak holiday travel at this price (Delta) See all details »
$164 RT
Kansas City, MO (MCI) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$338 RT
Las Vegas, NV (LAS) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$283 RT
Las Vegas, NV (LAS) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$313 RT
Little Rock, AR (LIT) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$430 RT
Long Beach, CA (LGB) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$356 RT
Los Angeles, CA (LAX) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$267 RT
Los Angeles, CA (LAX) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$202 RT
Louisville, KY (SDF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$256 RT
Manchester, NH (MHT) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$285 RT
Memphis, TN (MEM) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$340 RT
Miami, FL (MIA) Year-round travel. No min. stay. No peak holiday travel at this price (Delta) See all details »
$340 RT
Miami, FL (MIA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$192 RT
Minneapolis, MN (MSP) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$197 RT
Minneapolis, MN (MSP) Non-Stop Flights. No min. stay. No peak holiday travel at this price (Delta) See all details »
$244 RT
Nashville, TN (BNA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$248 RT
Nashville, TN (BNA) Year-round travel. No peak holiday travel at this price (Delta) See all details »
$248 RT
Nashville, TN (BNA) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$294 RT
New Orleans, LA (MSY) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$258 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 »
$325 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 »
$228 RT
Newark, NJ (EWR) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$270 RT
Newark, NJ (EWR) Year-round travel. No peak holiday travel at this price (Delta) See all details »
$270 RT
Newark, NJ (EWR) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$360 RT
Norfolk, VA (ORF) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$266 RT
Oakland, CA (OAK) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$298 RT
Oakland, CA (OAK) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$244 RT
Oklahoma City, OK (OKC) 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 »
$373 RT
Ontario, CA (ONT) Lowest fare found for travel within the next 30 days. (Delta) 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 »
$265 RT
Orlando, FL (MCO) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$244 RT
Philadelphia, PA (PHL) No min. stay. No peak holiday travel at this price (Delta) 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) Lowest fare found for travel within the next 30 days. (AirTran, Delta) See all details »
$212 RT
Phoenix, AZ (PHX) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$248 RT
Pittsburgh, PA (PIT) Year-round travel. No peak holiday travel at this price (Delta) See all details »
$246 RT
Pittsburgh, PA (PIT) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$410 RT
Portland, OR (PDX) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$330 RT
Portland, OR (PDX) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$256 RT
Providence, RI (PVD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$282 RT
Raleigh, NC (RDU) No peak holiday travel at this price (Delta) See all details »
$260 RT
Raleigh, NC (RDU) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$276 RT
Raleigh, NC (RDU) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$306 RT
Richmond, VA (RIC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$504 RT
Sacramento, CA (SMF) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$259 RT
Salt Lake City, UT (SLC) Fall travel. No min. stay. No peak holiday travel at this price (Frontier) See all details »
$274 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 »
$410 RT
San Diego, CA (SAN) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$319 RT
San Diego, CA (SAN) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$266 RT
San Francisco, CA (SFO) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$282 RT
San Francisco, CA (SFO) Lowest fare found for travel within the next 30 days. (AirTran) See all details »
$290 RT
San Jose, CA (SJC) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$325 RT
Santa Ana, CA (SNA) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$424 RT
Sarasota, FL (SRQ) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$392 RT
Seattle, WA (SEA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$306 RT
Seattle, WA (SEA) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$238 RT
St. Louis, MO (STL) No peak holiday travel at this price (Delta) See all details »
$278 RT
Tampa, FL (TPA) Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
$300 RT
Tampa, FL (TPA) No peak holiday travel at this price (Delta) See all details »
$428 RT
Tucson, AZ (TUS) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$332 RT
Tulsa, OK (TUL) Lowest fare found for travel within the next 30 days. (Delta) 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 »
$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 »
$244 RT
Washington, D.C. (DCA) No peak holiday travel at this price (Delta) See all details »
$244 RT
Washington, D.C. (IAD) Lowest fare found for travel within the next 30 days. (Delta) See all details »
$332 RT
West Palm Beach, FL (PBI) Lowest fare found for travel within the next 30 days. (AirTran, 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 »
$214 RT
Orlando, FL (SFB) Winter/Spring travel; Nonstop flights. No min. stay. Fare can be bought... (Allegiant) See all details »
$291 RT
Orlando, FL (MCO) Fall/Winter travel. No peak holiday travel at this price (United, American) See all details »

Low Fares to Peoria, Illinois (PIA)
Details
$218 RT
Las Vegas, NV (LAS) Fall/Winter travel; Nonstop flights. No min. stay. Fare can be bought o... (Allegiant) See all details »
$251 RT
Mesa, AZ (AZA) Fall/Winter travel; Nonstop flights. No min. stay. Fare can be bought o... (Allegiant) See all details »
$265 RT
Punta Gorda, FL (PGD) Winter travel; Nonstop flights. No min. stay. Fare can be bought one-wa... (Allegiant) See all details »
$210 RT
St. Petersburg, FL (PIE) Fall/Winter travel; Nonstop flights. No min. stay. Fare can be bought o... (Allegiant) 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 »
$289 RT
Austin, TX (AUS) Lowest fare found for travel within the next 30 days. (Frontier) See all details »
$284 RT
Boston, MA (BOS) Lowest fare found for travel within the next 30 days. (US Airways, American) See all details »
$292 RT
Charlotte, NC (CLT) Lowest fare found for travel within the next 30 days. (United) See all details »
$175 RT
Chicago, IL (ORD) 330 day travel period; Nonstop flights. No min. stay (United, American) See all details »

See all fares to Milwaukee, Wisconsin (MKE) »

Low Fares to Chicago, Illinois (ORD)
Details
$369 RT
Albany, NY (ALB) Non-Stop Flights. No peak holiday travel at this price (United) See all details »
$362 RT
Albuquerque, NM (ABQ) Lowest fare found for travel within the next 30 days. (American) See all details »
$523 RT
Anchorage, AK (ANC) Lowest fare found for travel within the next 30 days. (United, Alaska) See all details »
$267 RT
Asheville, NC (AVL) Lowest fare found for travel within the next 30 days. (US Airways, American) See all details »
$299 RT
Asheville, NC (AVL) Non-Stop Flights. No peak holiday travel at this price (United) See all details »

See all fares to Chicago, Illinois (ORD) »

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