Flight Routes to Chicago Midway

Trip type

Our cheapest offers for flights to Chicago Midway (MDW)

Here you can compare cheap flights to Chicago Midway (MDW) for either one-way or return trips. The following offers for Chicago Midway were found on our flight search in the last days. Prices may vary depending on the flight route, date and availability.

  • Birmingham-Alabama (BHM)Chicago Midway (MDW)
    non-stop flights:
    1–2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $1,542
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines1–21–21–21–21–211–2
  • Nashville (BNA)Chicago Midway (MDW)
    non-stop flights:
    3–7 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $759
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines4–64–64–63–64–63–44–7
  • Buffalo (BUF)Chicago Midway (MDW)
    non-stop flights:
    1–3 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $256
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines3332–331–22–3
  • Burbank (BUR)Chicago Midway (MDW)
    non-stop flights:
    1 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $2,716
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines1111111
  • Baltimore (BWI)Chicago Midway (MDW)
    non-stop flights:
    3–7 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $333
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines4–54–54–53–54–53–44–7
  • Cleveland (CLE)Chicago Midway (MDW)
    non-stop flights:
    2–3 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $271
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines3332–3323
  • Charlotte (CLT)Chicago Midway (MDW)
    non-stop flights:
    1–4 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $334
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines2221–22–422–3
  • Dallas (DAL)Chicago Midway (MDW)
    non-stop flights:
    3–7 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $374
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines5–75–75–74–65–73–65–7
  • Washington DC (DCA)Chicago Midway (MDW)
    non-stop flights:
    3–6 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $267
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines5–65–65–63–65–64–55–6
  • Des Moines (DSM)Chicago Midway (MDW)
    non-stop flights:
    1–2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $364
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines1–21–21–21–21–21–21–2
  • Grand Rapids (GRR)Chicago Midway (MDW)
    non-stop flights:
    2–3 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $3,118
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines3332–3323
  • Houston-Hobby (HOU)Chicago Midway (MDW)
    non-stop flights:
    3–6 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $255
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines4–64–64–63–64–63–54–6
  • Indianapolis (IND)Chicago Midway (MDW)
    non-stop flights:
    2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $3,117
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines2222222
  • Jacksonville, Florida (JAX)Chicago Midway (MDW)
    non-stop flights:
    1–2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $659
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines1–21–21–21–21–21–21–2
  • Memphis (MEM)Chicago Midway (MDW)
    non-stop flights:
    1–3 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $385
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines2–32–32–31–2222–3
  • Milwaukee (MKE)Chicago Midway (MDW)
    non-stop flights:
    2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $1,694
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines2222222
  • New Orleans (MSY)Chicago Midway (MDW)
    non-stop flights:
    1–4 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $294
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines2–32–32–31–32–32–32–4
  • Oakland (OAK)Chicago Midway (MDW)
    non-stop flights:
    1–2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $1,023
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines2221–221–21–2
  • Omaha (OMA)Chicago Midway (MDW)
    non-stop flights:
    2–4 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $3,031
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines3–43–43–42–43–42–33–4
  • Portland-Oregon (PDX)Chicago Midway (MDW)
    non-stop flights:
    1–2 per day
    flight duration:
    at least
    direct flight availability
    1. Sun
    2. Mon
    3. Tue
    4. Wed
    5. Thu
    6. Fri
    7. Sat
    airlines
    • Southwest Airlines
    from $401
    number of non-stop flights per airline and day of the week
    SunMonTueWedThuFriSat
    Southwest Airlines1–2221–21–21–21–2
Prices based on recent searches, subject to last-minute changes
Page 2 / 5
Most frequent connection from Chicago Midway
Alternative routes to United States