Southwest® flights from Chicago-Midway to Manchester, NH from $122

Promo Code

Low fares from Chicago-Midway to Manchester, NH

$

Chicago-Midway (MDW)to

Manchester, NH (MHT)
Depart: 11/07/2026

One-way

Basic

From
$122
Seen: 10 hrs ago

Chicago-Midway (MDW)to

Manchester, NH (MHT)
Depart: 11/06/2026

One-way

Basic

From
$135
Seen: 4 hrs ago

Chicago-Midway (MDW)to

Manchester, NH (MHT)
Depart: 12/16/2026

One-way

Basic

From
$149
Seen: 15 hrs ago

Chicago-Midway (MDW)to

Manchester, NH (MHT)
Depart: 11/23/2026

One-way

Basic

From
$149
Seen: 18 hrs ago

Chicago-Midway (MDW)to

Manchester, NH (MHT)
Depart: 10/24/2026

One-way

Basic

From
$149
Seen: 19 hrs ago

Chicago-Midway (MDW)to

Manchester, NH (MHT)
Depart: 11/02/2026

One-way

Basic

From
$149
Seen: 13 hrs ago

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Explore flights from Chicago-Midway to Manchester, NH

Oct 2026
From$149*
Seen: 2 hrs ago
One Way/Basic
Nov 2026
From$122*
Seen: 10 hrs ago
One Way/Basic
Dec 2026
From$149*
Seen: 18 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $149
cmp-daily-histogram-bars-legend-max-price-aria-label $372
Displaying fares for October-2026
  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    01

    Thu

    OCT

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

    Fri

  • MDW–MHT, 10/03/2026: From $249
    03

    Sat

  • MDW–MHT, 10/04/2026: From $333
    04

    Sun

  • MDW–MHT, 10/05/2026: From $333
    05

    Mon

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

    Tue

  • MDW–MHT, 10/07/2026: From $343
    07

    Wed

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

    Thu

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    09

    Fri

  • MDW–MHT, 10/10/2026: From $249
    10

    Sat

  • MDW–MHT, 10/11/2026: From $333
    11

    Sun

  • MDW–MHT, 10/12/2026: From $372
    12

    Mon

  • MDW–MHT, 10/13/2026: From $249
    13

    Tue

  • MDW–MHT, 10/14/2026: From $249
    14

    Wed

  • MDW–MHT, 10/15/2026: From $309
    15

    Thu

  • MDW–MHT, 10/16/2026: From $309
    16

    Fri

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

    Sat

  • MDW–MHT, 10/18/2026: From $309
    18

    Sun

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

    Mon

  • MDW–MHT, 10/20/2026: From $249
    20

    Tue

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    21

    Wed

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

  • MDW–MHT, 10/23/2026: From $165
    23

    Fri

  • MDW–MHT, 10/24/2026: From $149
    24

    Sat

  • MDW–MHT, 10/25/2026: From $275
    25

    Sun

  • MDW–MHT, 10/26/2026: From $149
    26

    Mon

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    27

    Tue

  • MDW–MHT, 10/28/2026: From $149
    28

    Wed

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

    Thu

  • MDW–MHT: cmp-view-offers-disclaimer. Find Offers
    30

    Fri

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

    Sat

    • Range$149-$372

    *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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