Flights from Miami, FL to Chicago, IL

Promo Code

Best Deals on Flights From Miami, FL (MIA) to Chicago, IL (MDW)

Try alternate month or interact with individual days below in order to find offers.
Apr 2026
No results for this month.
May 2026
from$33*
Last seen: 18 hours ago
One-way/Economy
Jun 2026
from$42*
Last seen: 33 mins ago
One-way/Economy
$33
$165
Displaying fares for April-2026
  • 28

    Tue

    APR

  • 29

    Wed

  • 30

    Thu

  • 01

    Fri

    MAY

  • 02

    Sat

  • 03

    Sun

  • 04

    Mon

  • 05

    Tue

  • 06

    Wed

  • 07

    Thu

  • 08

    Fri

  • 09

    Sat

  • 10

    Sun

  • 11

    Mon

  • 12

    Tue

  • 13

    Wed

  • 14

    Thu

  • 15

    Fri

  • 16

    Sat

  • 17

    Sun

  • 18

    Mon

  • 19

    Tue

  • 20

    Wed

  • 21

    Thu

  • 22

    Fri

  • 23

    Sat

  • 24

    Sun

  • 25

    Mon

  • 26

    Tue

  • 27

    Wed

    • Range$33-$165

    *Prices found by others in the previous 48 hours for round-trip flights. Prices shown may also require membership in our travel club, Discount Den.

    Flights Deals from Miami, FL to Chicago, IL on Frontier

    $
    Flights Deals from Miami, FL to Chicago, IL on Frontier
    From
    To
    Miami, FL (MIA)Chicago, IL (ORD)One-way
    /
    Discount Den Basic Fare    		Departing Jul 28, 2026

    From

    $104

    Last seen: 1 hour ago

    Miami, FL (MIA)Chicago, IL (MDW)One-way
    /
    Discount Den Basic Fare    		Departing Jul 28, 2026

    From

    $74

    Last seen: 1 hour ago

    *Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

    Miami, FL Chicago, IL

    Barclays Badge

    Earn 50,000 Miles after qualifying activity. Plus $0 Intro Annual Fee, then $99.
    Terms Apply.