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Cheap flights from Manchester, New Hampshire to Chicago from $115

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Manchester, New Hampshire to Chicago departing on 10/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Manchester, New Hampshire to Chicago

Cheap round-trip flights

Multiple Airlines Logo
7:46 pm - 9:12 amMHT-MDW
14h 26m1 stop
Multiple Airlines Logo
1:37 pm - 10:37 amMDW-MHT
20h 00m2 stops
$287Multiple Airlines
Find Deal
Wed, Nov 5 - Sat, Nov 8
Southwest Logo
5:45 pm - 7:20 pmMHT-MDW
2h 35mnonstop
Southwest Logo
12:00 pm - 3:05 pmMDW-MHT
2h 05mnonstop
$297Southwest
Find Deal
Tue, Oct 21 - Wed, Oct 22
Multiple Airlines Logo
7:36 pm - 9:47 amMHT-MDW
15h 11m1 stop
Multiple Airlines Logo
5:28 pm - 6:56 pmMDW-MHT
24h 28m1 stop
$302Multiple Airlines
Find Deal
Wed, Oct 22 - Fri, Oct 24
Multiple Airlines Logo
7:36 pm - 9:47 amMHT-MDW
15h 11m1 stop
Multiple Airlines Logo
1:56 pm - 10:37 amMDW-MHT
43h 41m2 stops
$303Multiple Airlines
Find Deal
Wed, Oct 22 - Tue, Nov 4
Southwest Logo
5:45 pm - 7:20 pmMHT-MDW
2h 35mnonstop
Southwest Logo
12:50 pm - 3:50 pmMDW-MHT
2h 00mnonstop
$307Southwest
Find Deal
Wed, Oct 22 - Sat, Oct 25
Southwest Logo
5:45 pm - 7:20 pmMHT-MDW
2h 35mnonstop
Southwest Logo
7:35 am - 5:00 pmMDW-MHT
8h 25m2 stops
$312Southwest
Find Deal
Tue, Oct 21 - Wed, Oct 22
Southwest Logo
5:45 pm - 7:20 pmMHT-MDW
2h 35mnonstop
Southwest Logo
8:35 pm - 11:40 pmMDW-MHT
2h 05mnonstop
$316Southwest
Find Deal
Wed, Oct 15 - Fri, Oct 24
Southwest Logo
5:45 pm - 7:20 pmMHT-MDW
2h 35mnonstop
Southwest Logo
2:50 pm - 10:15 pmMDW-MHT
6h 25m1 stop
$317Southwest
Find Deal
Wed, Oct 22 - Sat, Oct 25
Southwest Logo
5:45 pm - 7:20 pmMHT-MDW
2h 35mnonstop
Southwest Logo
2:10 pm - 9:55 pmMDW-MHT
6h 45m2 stops
$322Southwest
Find Deal
Wed, Oct 22 - Sat, Oct 25
Multiple Airlines Logo
7:36 pm - 10:46 amMHT-MDW
16h 10m1 stop
Multiple Airlines Logo
5:28 pm - 6:56 pmMDW-MHT
24h 28m1 stop
$323Multiple Airlines
Find Deal
Wed, Oct 15 - Fri, Oct 24

Southwest flights from Manchester, New Hampshire to Chicago Midway Airport

Our best Southwest deals on Manchester, New Hampshire to Chicago Midway Airport flight tickets
Southwest
Oct 21
MHT5:45 pmManchester
2h 35m
MDW7:20 pmChicago Midway
Oct 22
MDW12:00 pmChicago Midway
2h 05m
MHT3:05 pmManchester
$297
Find similar
Southwest
Oct 22
MHT5:45 pmManchester
2h 35m
MDW7:20 pmChicago Midway
Oct 25
MDW12:50 pmChicago Midway
2h 00m
MHT3:50 pmManchester
$307
Find similar
Southwest
Oct 21
MHT5:45 pmManchester
2h 35m
MDW7:20 pmChicago Midway
Oct 22
MDW7:35 amChicago Midway
8h 25m
2 stops
MHT5:00 pmManchester
$312
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Manchester, New Hampshire to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 18, 2025.
Use the filters below to find and compare flights from Manchester, New Hampshire to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 11/5

7:46 pm-9:12 am

1 stop14h 26m

Chicago Midway

Sat 11/8

1:37 pm-10:37 am

2 stops20h 00m

$287

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 10/21

5:45 pm-7:20 pm

Nonstop2h 35m

Chicago Midway

Wed 10/22

12:00 pm-3:05 pm

Nonstop2h 05m

$297

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/22

7:36 pm-9:47 am

1 stop15h 11m

Chicago Midway

Fri 10/24

5:28 pm-6:56 pm

1 stop24h 28m

$302

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/22

7:36 pm-9:47 am

1 stop15h 11m

Chicago Midway

Tue 11/4

1:56 pm-10:37 am

2 stops43h 41m

$303

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/22

5:45 pm-7:20 pm

Nonstop2h 35m

Chicago Midway

Sat 10/25

12:50 pm-3:50 pm

Nonstop2h 00m

$307

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 10/21

5:45 pm-7:20 pm

Nonstop2h 35m

Chicago Midway

Wed 10/22

7:35 am-5:00 pm

2 stops8h 25m

$312

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/15

5:45 pm-7:20 pm

Nonstop2h 35m

Chicago Midway

Fri 10/24

8:35 pm-11:40 pm

Nonstop2h 05m

$316

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/22

5:45 pm-7:20 pm

Nonstop2h 35m

Chicago Midway

Sat 10/25

2:50 pm-10:15 pm

1 stop6h 25m

$317

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/22

5:45 pm-7:20 pm

Nonstop2h 35m

Chicago Midway

Sat 10/25

2:10 pm-9:55 pm

2 stops6h 45m

$322

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/15

7:36 pm-10:46 am

1 stop16h 10m

Chicago Midway

Fri 10/24

5:28 pm-6:56 pm

1 stop24h 28m

$323

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Manchester, New Hampshire to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Manchester, New Hampshire, with most prices found around $239. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Manchester, New Hampshire during the month August is also very affordable. Most momondo users find prices during this month for around $379.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Manchester, New Hampshire. The lowest ticket price found for a Wednesday departure recently was $300. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Manchester, New Hampshire because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $424.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Manchester, New Hampshire at noon is the least expensive time of day to depart. momondo users have found prices as low as $325 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $347. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Manchester to Chicago Midway flight route?

Fly from Manchester to Chicago Midway for the best Manchester - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Manchester, New Hampshire when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $405 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Manchester, New Hampshire for as low as $166 on momondo.

What cabin class options are available on Manchester to Chicago Midway flights?

There is only 1 cabin class available to choose from on Manchester to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Manchester, New Hampshire to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Manchester, New Hampshire to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Manchester, New Hampshire to Chicago Midway Airport (MHT to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Manchester, New Hampshire to Chicago Midway Airport

Best Price Found

$187

Fastest flight time

2h 25m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Manchester, New Hampshire in the past 72 hours is $187. The best round-trip flight deal from Manchester, New Hampshire to Chicago Midway Airport found on momondo in the last 72 hours is $342.
The fastest flight from Manchester, New Hampshire to Chicago Midway Airport takes 2h 25m
Direct flights go from Manchester, New Hampshire to Chicago Midway Airport every day.
Search flight deals

  • How far is Manchester to Chicago Midway by plane?

    The straight-line distance from Manchester to Chicago Midway is 833.6 mi. Typically, this will take 2h 30m by plane in normal conditions.

  • When did momondo last update prices for flights from Manchester Airport to Chicago Midway Airport?

    Prices for flights from Manchester Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Manchester Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Manchester Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Manchester Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Manchester, New Hampshire to Chicago Midway Airport?

  • What is the most popular airline from Manchester, New Hampshire to Chicago Midway Airport?

Best airlines flying from Manchester, New Hampshire to Chicago Midway Airport

Compare and see reviews for airlines that fly from Manchester, New Hampshire to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $196Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

  • Southwest Flights From Manchester, New Hampshire to Chicago Midway Airport

    The lowest priced Southwest flight from Manchester, New Hampshire to Chicago Midway Airport from the last 72 hours was $196. Generally, Southwest has 13 flights on this route every week with an average price of $426. Southwest is rated 8.0/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Manchester to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Manchester to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Manchester to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Manchester on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Manchester to Chicago?

Once you have performed a search for Manchester to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Manchester to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Manchester. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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