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Cheap flights from Manchester, New Hampshire to Chicago from $136

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 5/27. 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

Enter your travel dates to find the best prices.
Southwest Logo
6:55 am - 8:20 am
MHT
-
MDW
2h 25mnonstop
Southwest Logo
6:05 pm - 9:15 pm
MDW
-
MHT
2h 10mnonstop
$309Southwest
Wed, Jun 17 - Wed, Jun 17
Southwest Logo
6:55 am - 8:20 am
MHT
-
MDW
2h 25mnonstop
Southwest Logo
5:30 pm - 10:45 pm
MDW
-
MHT
4h 15m
1 stop
$319Southwest
Wed, Jun 17 - Wed, Jun 17
Southwest Logo
6:40 am - 8:05 am
MHT
-
MDW
2h 25mnonstop
Southwest Logo
8:10 am - 11:25 am
MDW
-
MHT
2h 15mnonstop
$324Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
Southwest Logo
6:05 pm - 9:15 pm
MDW
-
MHT
2h 10mnonstop
$329Southwest
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
1:35 pm - 5:30 pm
MHT
-
MDW
4h 55m
1 stop
Southwest Logo
8:10 am - 11:25 am
MDW
-
MHT
2h 15mnonstop
$334Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
6:40 am - 8:05 am
MHT
-
MDW
2h 25mnonstop
Southwest Logo
8:10 am - 3:45 pm
MDW
-
MHT
6h 35m
2 stops
$339Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
Southwest Logo
1:00 pm - 10:45 pm
MDW
-
MHT
8h 45m
2 stops
$344Southwest
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
1:35 pm - 5:30 pm
MHT
-
MDW
4h 55m
1 stop
Southwest Logo
8:10 am - 3:45 pm
MDW
-
MHT
6h 35m
2 stops
$349Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
7:30 am - 9:00 am
MHT
-
MDW
2h 30mnonstop
Southwest Logo
6:50 pm - 9:55 pm
MDW
-
MHT
2h 05mnonstop
$353Southwest
Tue, Jun 2 - Thu, Jun 4
Southwest Logo
7:50 am - 2:45 pm
MHT
-
MDW
7h 55m
2 stops
Southwest Logo
6:30 am - 3:45 pm
MDW
-
MHT
8h 15m
2 stops
$354Southwest
Wed, Oct 21 - Sat, 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
Jun 17
MHT6:55 amManchester
2h 25m
MDW8:20 amChicago Midway
Jun 17
MDW6:05 pmChicago Midway
2h 10m
MHT9:15 pmManchester
$309
Southwest
Jun 17
MHT6:55 amManchester
2h 25m
MDW8:20 amChicago Midway
Jun 17
MDW5:30 pmChicago Midway
4h 15m
1 stop
MHT10:45 pmManchester
$319
Southwest
Oct 21
MHT6:40 amManchester
2h 25m
MDW8:05 amChicago Midway
Oct 24
MDW8:10 amChicago Midway
2h 15m
MHT11:25 amManchester
$324

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 May 4, 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
Quickest round-trip

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/17

6:55 am-8:20 am

Nonstop2h 25m

Chicago Midway

Wed 6/17

6:05 pm-9:15 pm

Nonstop2h 10m

$309

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/17

6:55 am-8:20 am

Nonstop2h 25m

Chicago Midway

Wed 6/17

5:30 pm-10:45 pm

1 stop4h 15m

$319

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/21

6:40 am-8:05 am

Nonstop2h 25m

Chicago Midway

Sat 10/24

8:10 am-11:25 am

Nonstop2h 15m

$324

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/3

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Wed 6/10

6:05 pm-9:15 pm

Nonstop2h 10m

$329

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/21

1:35 pm-5:30 pm

1 stop4h 55m

Chicago Midway

Sat 10/24

8:10 am-11:25 am

Nonstop2h 15m

$334

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/21

6:40 am-8:05 am

Nonstop2h 25m

Chicago Midway

Sat 10/24

8:10 am-3:45 pm

2 stops6h 35m

$339

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/3

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Wed 6/10

1:00 pm-10:45 pm

2 stops8h 45m

$344

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/21

1:35 pm-5:30 pm

1 stop4h 55m

Chicago Midway

Sat 10/24

8:10 am-3:45 pm

2 stops6h 35m

$349

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 6/2

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Thu 6/4

6:50 pm-9:55 pm

Nonstop2h 05m

$353

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/21

7:50 am-2:45 pm

2 stops7h 55m

Chicago Midway

Sat 10/24

6:30 am-3:45 pm

2 stops8h 15m

$354

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 $323. 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 $430.

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 $270 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $365. 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

Can stopping save me money on Manchester, New Hampshire to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Manchester, New Hampshire to Chicago Midway Airport.

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

$208

Fastest flight time

2h 20m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Manchester, New Hampshire in the past 72 hours is $208. The best round-trip flight deal from Manchester, New Hampshire to Chicago Midway Airport found on momondo in the last 72 hours is $454.
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 every day.
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
7.9
4,307 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 $418. Southwest is rated 7.9/10 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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Hammond
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Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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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