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Cheap flights from Manchester, New Hampshire to Chicago from $138

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 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Manchester, New Hampshire to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:09 pm - 7:21 am
MHT
-
MDW
14h 12m
1 stop
Multiple Airlines Logo
4:52 pm - 11:49 am
MDW
-
MHT
17h 57m
2 stops
$317Multiple Airlines
Wed, Apr 29 - Fri, May 8
Multiple Airlines Logo
6:09 pm - 7:21 am
MHT
-
MDW
14h 12m
1 stop
Multiple Airlines Logo
7:30 am - 12:39 pm
MDW
-
MHT
52h 09m
2 stops
$318Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
6:09 pm - 7:21 am
MHT
-
MDW
14h 12m
1 stop
Multiple Airlines Logo
12:04 pm - 11:45 am
MDW
-
MHT
22h 41m
2 stops
$327Multiple Airlines
Wed, Apr 29 - Wed, May 6
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
Southwest Logo
5:55 pm - 9:05 pm
MDW
-
MHT
2h 10mnonstop
$339Southwest
Tue, May 5 - Tue, May 12
Southwest Logo
12:45 pm - 4:15 pm
MHT
-
MDW
4h 30m
1 stop
Southwest Logo
5:55 pm - 9:05 pm
MDW
-
MHT
2h 10mnonstop
$345Southwest
Tue, May 5 - Tue, May 12
Southwest Logo
7:10 pm - 8:40 pm
MHT
-
MDW
2h 30mnonstop
Southwest Logo
5:55 pm - 9:05 pm
MDW
-
MHT
2h 10mnonstop
$347Southwest
Thu, Apr 30 - Tue, May 5
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
Southwest Logo
5:00 pm - 10:30 pm
MDW
-
MHT
4h 30m
1 stop
$349Southwest
Wed, May 20 - Wed, May 27
Southwest Logo
12:45 pm - 4:15 pm
MHT
-
MDW
4h 30m
1 stop
Southwest Logo
6:45 pm - 9:55 pm
MDW
-
MHT
2h 10mnonstop
$353Southwest
Tue, May 5 - Thu, May 7
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
Southwest Logo
1:25 pm - 10:30 pm
MDW
-
MHT
8h 05m
2 stops
$354Southwest
Tue, May 5 - Tue, May 12
Southwest Logo
7:10 pm - 8:40 pm
MHT
-
MDW
2h 30mnonstop
Southwest Logo
6:45 pm - 9:55 pm
MDW
-
MHT
2h 10mnonstop
$355Southwest
Mon, May 18 - Mon, May 25

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
May 5
MHT7:30 amManchester
2h 30m
MDW9:00 amChicago Midway
May 12
MDW5:55 pmChicago Midway
2h 10m
MHT9:05 pmManchester
$339
Southwest
May 5
MHT12:45 pmManchester
4h 30m
1 stop
MDW4:15 pmChicago Midway
May 6
MDW5:55 pmChicago Midway
2h 10m
MHT9:05 pmManchester
$345
Southwest
Apr 30
MHT7:10 pmManchester
2h 30m
MDW8:40 pmChicago Midway
May 5
MDW5:55 pmChicago Midway
2h 10m
MHT9:05 pmManchester
$347

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 April 10, 2026.
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

Cheapest round-trip

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 4/29

6:09 pm-7:21 am

1 stop14h 12m

Chicago Midway

Fri 5/8

4:52 pm-11:49 am

2 stops17h 57m

$317

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 4/29

6:09 pm-7:21 am

1 stop14h 12m

Chicago Midway

Mon 5/4

7:30 am-12:39 pm

2 stops52h 09m

$318

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 4/29

6:09 pm-7:21 am

1 stop14h 12m

Chicago Midway

Wed 5/6

12:04 pm-11:45 am

2 stops22h 41m

$327
Quickest round-trip

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 5/5

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Tue 5/12

5:55 pm-9:05 pm

Nonstop2h 10m

$339

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 5/5

12:45 pm-4:15 pm

1 stop4h 30m

Chicago Midway

Tue 5/12

5:55 pm-9:05 pm

Nonstop2h 10m

$345

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Thu 4/30

7:10 pm-8:40 pm

Nonstop2h 30m

Chicago Midway

Tue 5/5

5:55 pm-9:05 pm

Nonstop2h 10m

$347

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 5/20

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Wed 5/27

5:00 pm-10:30 pm

1 stop4h 30m

$349

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 5/5

12:45 pm-4:15 pm

1 stop4h 30m

Chicago Midway

Thu 5/7

6:45 pm-9:55 pm

Nonstop2h 10m

$353

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 5/5

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Tue 5/12

1:25 pm-10:30 pm

2 stops8h 05m

$354

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Mon 5/18

7:10 pm-8:40 pm

Nonstop2h 30m

Chicago Midway

Mon 5/25

6:45 pm-9:55 pm

Nonstop2h 10m

$355

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 typical price of a round-trip flight between Manchester, New Hampshire and Chicago Midway Airport?

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 $306. 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 $406.

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 in the evening is the least expensive time of day to depart. momondo users have found prices as low as $244 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $356. 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

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

$213

Fastest flight time

2h 20m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Manchester, New Hampshire in the past 72 hours is $213. The best round-trip flight deal from Manchester, New Hampshire to Chicago Midway Airport found on momondo in the last 72 hours is $427.
The fastest flight from Manchester, New Hampshire to Chicago Midway Airport takes 2h 20m
Direct flights go from Manchester, New Hampshire to Chicago Midway Airport on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.
Search flight deals

Frequently asked questions about flying from Manchester, New Hampshire to Chicago Midway Airport

  • 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 20m 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
4,334 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 11 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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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