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Southwest Airlines from Chicago to Miami

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Southwest Airlines from Chicago to Miami

Southwest Airlines from Chicago to Miami

Cheapest direct flight price

S$ 19

Cheapest return ticket price

S$ 50

Cheapest month

May

Peak season for travel

October

Flight distance

1,910.25km

Average flight time

3 hours 19 minutes

Popular airline

United Airlines

Southwest Airlines from Chicago to Miami cheap flights

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • MDW06:20
        2h 55m
        Direct
        MIA10:15
        Chicago - Miami|Mon, Apr 29|Southwest Airlines
        S$ 83
        S$ 83
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Tue, May 7|Southwest Airlines
        S$ 86
        S$ 86
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Tue, May 14|Southwest Airlines
        S$ 113
        S$ 113
      • MDW18:15
        2h 55m
        Direct
        MIA22:10
        Chicago - Miami|Mon, May 20|Southwest Airlines
        S$ 148
        S$ 148
      • MDW18:15
        2h 55m
        Direct
        MIA22:10
        Chicago - Miami|Mon, May 13|Southwest Airlines
        S$ 172
        S$ 172
      • MDW21:00
        3h
        Direct
        MIA01:00
        Chicago - Miami|Sun, Apr 28|Southwest Airlines
        S$ 172
        S$ 172
      • MDW18:15
        2h 55m
        Direct
        MIA22:10
        Chicago - Miami|Mon, May 6|Southwest Airlines
        S$ 174
        S$ 174
      • MDW12:35
        3h
        Direct
        MIA16:35
        Chicago - Miami|Tue, Jun 4|Southwest Airlines
        S$ 176
        S$ 176
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Wed, May 15|Southwest Airlines
        S$ 176
        S$ 176
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Wed, May 8|Southwest Airlines
        S$ 177
        S$ 177
      • MDW09:20
        2h 55m
        Direct
        MIA13:15
        Chicago - Miami|Sun, May 5|Southwest Airlines
        S$ 177
        S$ 177
      • MDW17:10
        2h 55m
        Direct
        MIA21:05
        Chicago - Miami|Sat, May 18|Southwest Airlines
        S$ 178
        S$ 178
      • MDW17:10
        2h 55m
        Direct
        MIA21:05
        Chicago - Miami|Sat, Apr 27|Southwest Airlines
        S$ 178
        S$ 178
      • MDW17:10
        2h 55m
        Direct
        MIA21:05
        Chicago - Miami|Sat, May 11|Southwest Airlines
        S$ 178
        S$ 178
      • MDW18:15
        2h 55m
        Direct
        MIA22:10
        Chicago - Miami|Mon, Jun 3|Southwest Airlines
        S$ 178
        S$ 178
      • MDW18:15
        2h 55m
        Direct
        MIA22:10
        Chicago - Miami|Thu, May 30|Southwest Airlines
        S$ 179
        S$ 179
      • MDW19:55
        2h 55m
        Direct
        MIA23:50
        Chicago - Miami|Sat, Jun 8|Southwest Airlines
        S$ 180
        S$ 180
      • MDW12:35
        3h
        Direct
        MIA16:35
        Chicago - Miami|Tue, Jun 18|Southwest Airlines
        S$ 180
        S$ 180
      • MDW12:35
        3h
        Direct
        MIA16:35
        Chicago - Miami|Tue, Jun 11|Southwest Airlines
        S$ 180
        S$ 180
      • MDW19:55
        2h 55m
        Direct
        MIA23:50
        Chicago - Miami|Sat, Jun 15|Southwest Airlines
        S$ 181
        S$ 181
      • MDW12:35
        3h
        Direct
        MIA16:35
        Chicago - Miami|Tue, Jun 25|Southwest Airlines
        S$ 181
        S$ 181
      • MDW18:15
        2h 55m
        Direct
        MIA22:10
        Chicago - Miami|Fri, Apr 26|Southwest Airlines
        S$ 181
        S$ 181
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Tue, May 21|Southwest Airlines
        S$ 181
        S$ 181
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Wed, May 22|Southwest Airlines
        S$ 182
        S$ 182
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Tue, May 28|Southwest Airlines
        S$ 182
        S$ 182
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Wed, May 29|Southwest Airlines
        S$ 182
        S$ 182
      • MDW17:10
        2h 55m
        Direct
        MIA21:05
        Chicago - Miami|Sat, May 25|Southwest Airlines
        S$ 213
        S$ 213
      • MDW17:10
        2h 55m
        Direct
        MIA21:05
        Chicago - Miami|Sat, Jun 1|Southwest Airlines
        S$ 218
        S$ 218
      • MDW11:15
        3h
        Direct
        MIA15:15
        Chicago - Miami|Sat, May 4|Southwest Airlines
        S$ 248
        S$ 248
      • MDW16:40
        2h 55m
        Direct
        MIA20:35
        Chicago - Miami|Tue, Apr 30|Southwest Airlines
        S$ 338
        S$ 338
      • CHI13:00
        3h 5m
        Direct
        MIA14:00
        Chicago - Miami|Fri, May 3|Southwest Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Southwest Airlines from Chicago to Miami Flight schedule

Flight info.
Departure
Arrival
Weekly Schedule

  1. WN658

    Southwest Airlines

    05:45

    ORD

    1.4h

    07:10

    BNA

    SMTWTFS
    Search

  2. WN5614

    Southwest Airlines

    10:00

    BNA

    2.3h

    13:15

    MIA

    SMTWTFS

  3. WN3288

    Southwest Airlines

    06:20

    MDW

    2.9h

    Direct

    10:15

    MIA

    S--WTFS
    Search

  4. WN1752

    Southwest Airlines

    10:45

    ORD

    2.8h

    12:30

    DEN

    SMTWT-S
    Search

  5. WN1554

    Southwest Airlines

    13:45

    DEN

    3.9h

    19:40

    MIA

    -MT--FS

  6. WN5932

    Southwest Airlines

    11:25

    ORD

    1.8h

    14:15

    BWI

    SMTWT-S
    Search

  7. WN2037

    Southwest Airlines

    14:00

    BWI

    2.6h

    16:35

    MIA

    -MT--FS

  8. WN5932

    Southwest Airlines

    11:25

    ORD

    1.8h

    14:15

    BWI

    SMTWT-S
    Search

  9. WN2673

    Southwest Airlines

    17:00

    BWI

    2.8h

    19:45

    MIA

    S--WT--

  10. WN3289

    Southwest Airlines

    18:15

    MDW

    2.9h

    Direct

    22:10

    MIA

    SMTWTFS
    Search

Southwest Airlines from Chicago to Miami cheap flights & FAQ

  • When to buy flight tickets from Chicago (CHI) to Miami (MIA) the cheapest?

    Airlines adjust prices for flights from Chicago to Miami based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much is a flight from Chicago (CHI) to Miami (MIA) cost?

    According to Trip.com's data, the lowest price is around S$ 295.

  • How long is a flight from Chicago (CHI) to Miami (MIA)?

    It takes about 3 hours 19 minutes to fly from Chicago (CHI) to Miami (MIA).

  • What time does the earliest flight from Chicago to Miami depart?

    The earliest flight departs from Chicago (ORD) at 06:55 and arrives in Miami (MIA) at 11:02.

  • What time does the latest flight from Chicago to Miami depart?

    The latest flight departs from Chicago (ORD) at 20:59 and arrives in Miami (MIA) at 01:15.

  • What are the most popular airlines that fly from Chicago (CHI) to Miami (MIA)?

  • What's the most popular airline for direct flights from Chicago (CHI) to Miami (MIA)?

    American Airlines operates 2 direct flights from Chicago (CHI) to Miami (MIA).

  • How many airports in Miami?

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