Southwest® flights from Manchester, NH to Chicago-Midway from $135

Promo Code

Low fares from Manchester, NH to Chicago-Midway

$

Manchester, NH (MHT)to

Chicago-Midway (MDW)
Depart: 11/21/2026

One-way

Basic

From
$135
Seen: 15 hrs ago

Manchester, NH (MHT)to

Chicago-Midway (MDW)
Depart: 11/10/2026

One-way

Basic

From
$135
Seen: 16 hrs ago

Manchester, NH (MHT)to

Chicago-Midway (MDW)
Depart: 01/14/2027

One-way

Basic

From
$135
Seen: 17 hrs ago

Manchester, NH (MHT)to

Chicago-Midway (MDW)
Depart: 11/09/2026

One-way

Basic

From
$135
Seen: 13 hrs ago

Manchester, NH (MHT)to

Chicago-Midway (MDW)
Depart: 12/25/2026

One-way

Basic

From
$135
Seen: 10 hrs ago

Manchester, NH (MHT)to

Chicago-Midway (MDW)
Depart: 11/26/2026

One-way

Basic

From
$135
Seen: 11 hrs ago

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Explore flights from Manchester, NH to Chicago-Midway

Oct 2026
From$496*
Seen: 13 hrs ago
One Way/Basic
Nov 2026
From$135*
Seen: 13 hrs ago
One Way/Basic
Dec 2026
From$135*
Seen: 10 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $135
cmp-daily-histogram-bars-legend-max-price-aria-label $606
Displaying fares for October-2026
  • MHT–MDW, 10/22/2026: From $606
    22

    Thu

    OCT

  • MHT–MDW, 10/23/2026: From $606
    23

    Fri

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    24

    Sat

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    25

    Sun

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    26

    Mon

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    27

    Tue

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    28

    Wed

  • MHT–MDW: cmp-view-offers-disclaimer. Find Offers
    29

    Thu

  • MHT–MDW, 10/30/2026: From $496
    30

    Fri

  • MHT–MDW: cmp-view-offers-disclaimer. Find Offers
    31

    Sat

  • MHT–MDW: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

  • MHT–MDW: cmp-view-offers-disclaimer. Find Offers
    02

    Mon

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    03

    Tue

  • MHT–MDW, 11/04/2026: From $329
    04

    Wed

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    05

    Thu

  • MHT–MDW, 11/06/2026: From $329
    06

    Fri

  • MHT–MDW, 11/07/2026: From $329
    07

    Sat

  • MHT–MDW, 11/08/2026: From $329
    08

    Sun

  • MHT–MDW, 11/09/2026: From $135
    09

    Mon

  • MHT–MDW, 11/10/2026: From $135
    10

    Tue

  • MHT–MDW, 11/11/2026: From $135
    11

    Wed

  • MHT–MDW, 11/12/2026: From $135
    12

    Thu

  • MHT–MDW, 11/13/2026: From $135
    13

    Fri

  • MHT–MDW: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

  • MHT–MDW, 11/15/2026: From $295
    15

    Sun

  • MHT–MDW, 11/16/2026: From $295
    16

    Mon

  • MHT–MDW: cmp-view-offers-disclaimer. Find Offers
    17

    Tue

  • MHT–MDW, 11/18/2026: From $135
    18

    Wed

  • MHT–MDW, 11/19/2026: From $135
    19

    Thu

  • MHT–MDW, 11/20/2026: From $227
    20

    Fri

  • MHT–MDW, 11/21/2026: From $135
    21

    Sat

    • Range$135-$606

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

    Departing from:
    Manchester-Boston Regional Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    2 hours 33 minutes
    Distance:
    838 miles

    Questions we hear the most

    The average flight time from Manchester, NH to Chicago (Midway) is 2 hours 33 minutes.
    There are 113 weekly flights from Manchester, NH to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Manchester, NH to Chicago (Midway) 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Manchester, NH to Chicago (Midway) once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Manchester, NH to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from Manchester, NH to Chicago (Midway)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

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