Southwest® flights from Chicago (Midway) to Manchester, NH from $159

Promo Code

Low fares from Chicago (Midway) to Manchester, NH

$

Chicago (Midway) (MDW)to

Manchester, NH (MHT)
Depart: 09/28/2026

One-way

Basic

From
$159
Seen: 2 hrs ago

Chicago (Midway) (MDW)to

Manchester, NH (MHT)
Depart: 09/21/2026

One-way

Basic

From
$159
Seen: 58 minutes ago

Chicago (Midway) (MDW)to

Manchester, NH (MHT)
Depart: 09/23/2026

One-way

Basic

From
$159
Seen: 59 minutes ago

Chicago (Midway) (MDW)to

Manchester, NH (MHT)
Depart: 09/22/2026

One-way

Basic

From
$159
Seen: 58 minutes ago

Chicago (Midway) (MDW)to

Manchester, NH (MHT)
Depart: 09/12/2026

One-way

Basic

From
$159
Seen: 2 hrs ago

Chicago (Midway) (MDW)to

Manchester, NH (MHT)
Depart: 10/15/2026

One-way

Basic

From
$169
Seen: 38 minutes ago

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Explore flights from Chicago (Midway) to Manchester, NH

Aug 2026
From$229*
Seen: 2 hrs ago
One Way/Basic
Sep 2026
From$159*
Seen: 58 minutes ago
One Way/Basic
Oct 2026
From$169*
Seen: 38 minutes ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $159
cmp-daily-histogram-bars-legend-max-price-aria-label $313
Displaying fares for August-2026
  • MDW–MHT, 08/22/2026: From $229
    22

    Sat

    AUG

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    23

    Sun

  • MDW–MHT, 08/24/2026: From $313
    24

    Mon

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    25

    Tue

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    26

    Wed

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    27

    Thu

  • MDW–MHT, 08/28/2026: From $313
    28

    Fri

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

    Sat

  • MDW–MHT, 08/30/2026: From $313
    30

    Sun

  • MDW–MHT, 08/31/2026: From $313
    31

    Mon

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

    Tue

    SEP

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    02

    Wed

  • MDW–MHT, 09/03/2026: From $289
    03

    Thu

  • MDW–MHT, 09/04/2026: From $289
    04

    Fri

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    05

    Sat

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    06

    Sun

  • MDW–MHT, 09/07/2026: From $289
    07

    Mon

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    08

    Tue

  • MDW–MHT, 09/09/2026: From $180
    09

    Wed

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    10

    Thu

  • MDW–MHT, 09/11/2026: From $173
    11

    Fri

  • MDW–MHT, 09/12/2026: From $159
    12

    Sat

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    13

    Sun

  • MDW–MHT, 09/14/2026: From $179
    14

    Mon

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    15

    Tue

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

  • MDW–MHT, 09/17/2026: From $206
    17

    Thu

  • MDW–MHT, 09/18/2026: From $196
    18

    Fri

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    19

    Sat

  • MDW–MHT, 09/20/2026: From $240
    20

    Sun

  • MDW–MHT, 09/21/2026: From $159
    21

    Mon

    • Range$159-$313

    *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:
    Chicago Midway International Airport
    Arriving at:
    Manchester-Boston Regional Airport
    Average flight time:
    2 hours 4 minutes
    Distance:
    838 miles

    Route Information

    102† Weekly flights
    • 2‡ Nonstop flights per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 2‡ Nonstop flights on Sunday

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    Questions we hear the most

    The average flight time from Chicago (Midway) to Manchester, NH is 2 hours 4 minutes.
    There are 102 weekly flights from Chicago (Midway) to Manchester, NH on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Manchester, NH 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Manchester, NH once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Manchester, NH with Southwest, check out our Low Fare Calendar.
    You can rent a car at Manchester-Boston Regional Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Manchester, NH—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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