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$134+ Cheap flights from Manchester, NH (MHT) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — CHI
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
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Cheapflights Tip: The best prices from Manchester to Chicago are usually found in August or September, booked 21 days in advance, depart on a Wednesday or Thursday and return on a Saturday

Cheap flight deals from Manchester to Chicago

Cheapest flights from Manchester to Chicago
Explore the most affordable flight options available from Manchester to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.

This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:30 am
MHT
-
MDW
Nonstop2h 30m
Southwest
Wed 5/275:55 pm
MDW
-
MHT
Nonstop2h 10m
Southwest
Deal found 5/23$267
This United Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:38 pm
MHT
-
ORD
1 stop4h 53m
United Airlines
Sat 10/2410:54 am
ORD
-
MHT
1 stop7h 09m
United Airlines
Deal found 5/22$287
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:25 am
MHT
-
MDW
1 stop6h 45m
Southwest
Wed 5/272:35 pm
MDW
-
MHT
2 stops6h 55m
Southwest
Deal found 5/23$292
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:30 am
MHT
-
MDW
Nonstop2h 30m
Southwest
Fri 5/296:45 pm
MDW
-
MHT
Nonstop2h 10m
Southwest
Deal found 5/21$298
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:37 pm
MHT
-
ORD
1 stop5h 18m
United Airlines
Wed 5/277:45 am
ORD
-
MHT
1 stop5h 17m
United Airlines
Deal found 5/23$302
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:10 pm
MHT
-
MDW
Nonstop2h 30m
Southwest
Sat 5/233:45 pm
MDW
-
MHT
Nonstop2h 05m
Southwest
Deal found 5/22$303
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:45 pm
MHT
-
MDW
1 stop4h 30m
Southwest
Thu 5/286:45 pm
MDW
-
MHT
Nonstop2h 10m
Southwest
Deal found 5/23$304
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:45 pm
MHT
-
MDW
1 stop4h 30m
Southwest
Fri 6/57:40 am
MDW
-
MHT
Nonstop2h 10m
Southwest
Deal found 5/23$309
This United Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:37 pm
MHT
-
ORD
1 stop5h 18m
United Airlines
Fri 5/293:53 pm
ORD
-
MHT
1 stop7h 06m
United Airlines
Deal found 5/22$318
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:10 am
MHT
-
ORD
2 stops10h 15m
Southwest
Fri 5/293:05 pm
ORD
-
MHT
1 stop6h 45m
Southwest
Deal found 5/21$323
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:04 pm
MHT
-
ORD
Nonstop2h 53m
American Airlines
Sat 7/48:00 am
ORD
-
MHT
Nonstop2h 31m
American Airlines
Deal found 5/22$329
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:10 am
MHT
-
ORD
2 stops10h 15m
Southwest
Wed 5/271:35 pm
ORD
-
MHT
1 stop7h 10m
Southwest
Deal found 5/23$338

Find flight deals from Manchester to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Manchester (MHT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$287
(United Airlines)

One-way from

$134
(Southwest)

Popular in

February

Cheapest in

August

Average price

$443

Good round-trip deal

$457 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for Manchester-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Manchester-Chicago (CHI) flights.
Search Deals
From Manchester to Chicago (CHI)
Search Deals
One-way flight from Manchester to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Manchester to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Manchester to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Manchester to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated May 23, 2026.
Use the filters below to find and compare flights from Manchester to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ManchesterChicago

MHT - ORD

MHTORD

Manchester

Wed 10/21

7:38 pm-11:31 pm

1 stop4h 53m

Chicago O'Hare Intl

Sat 10/24

10:54 am-7:03 pm

1 stop7h 09m

$287

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 10/21

6:40 am-8:05 am

Nonstop2h 25m

Chicago Midway

Sat 10/24

6:45 am-2:50 pm

1 stop7h 05m

$339

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Fri 6/5

5:10 pm-12:40 am

2 stops8h 30m

Chicago Midway

Sun 6/7

7:15 pm-10:20 pm

Nonstop2h 05m

$354

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 7/14

3:55 pm-7:35 pm

1 stop4h 40m

Chicago Midway

Fri 7/17

7:00 pm-12:10 am

1 stop4h 10m

$354

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Thu 11/5

7:35 am-9:10 am

Nonstop2h 35m

Chicago Midway

Sat 11/7

7:45 am-10:55 am

Nonstop2h 10m

$355
Quickest round-trip

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/10

6:55 am-8:20 am

Nonstop2h 25m

Chicago Midway

Wed 6/10

6:05 pm-9:15 pm

Nonstop2h 10m

$359

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 9/29

12:30 pm-7:25 pm

2 stops7h 55m

Chicago Midway

Fri 10/2

2:00 pm-12:15 am

2 stops9h 15m

$364

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Wed 6/10

3:55 pm-9:35 pm

1 stop6h 40m

Chicago Midway

Thu 6/11

6:50 pm-9:55 pm

Nonstop2h 05m

$393

ManchesterChicago

MHT - ORD

MHTORD

Manchester

Tue 7/21

2:37 pm-6:50 pm

1 stop5h 13m

Chicago O'Hare Intl

Thu 7/23

6:00 am-2:02 pm

1 stop7h 02m

$394

ManchesterChicago

MHT - MDW

MHTMDW

Manchester

Tue 6/23

6:15 pm-7:45 pm

Nonstop2h 30m

Chicago Midway

Fri 6/26

7:40 am-10:50 am

Nonstop2h 10m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 39 resultsSorted by cheapest first
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Compare providers for flights from Manchester to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Manchester to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Manchester, New Hampshire-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Manchester, New Hampshire-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Manchester, New Hampshire-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Manchester, New Hampshire-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Manchester, New Hampshire-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Manchester to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Manchester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Manchester to Chicago

What is the cheapest month to book a flight from Manchester, New Hampshire to Chicago?

Currently, November is the cheapest month in which you can book a flight from Manchester, New Hampshire to Chicago (average of $88). Flying from Manchester, New Hampshire to Chicago in February is currently the most expensive (average of $380). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MHT to CHI?

Find hourly flight availability from Manchester to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 23, 2026.

A simple way to save on the total cost of your ticket is to fly from Manchester, New Hampshire to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the morning.

Weekly flight availability from Manchester, New Hampshire to Chicago

Explore weekly flight availability from Manchester to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 23, 2026.

The most flights from MHT to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Manchester, New Hampshire to Chicago?

How far ahead should I book a flight from Manchester, New Hampshire to Chicago?

Booking 72 days in advance of your planned departure date is, on average, the best time to get cheap flights from Manchester, New Hampshire to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Manchester, New Hampshire to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Manchester to Chicago. Price data was last updated on May 16, 2026.

Travelers seeking maximum savings on their Manchester, New Hampshire to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 23, 2026.
See what other customers who have flown with Southwest and American Airlines from Manchester to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,276 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,276 reviews
Southwest
7.9
Good
4,276 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,639 reviews
Southwest
7.9
Good
4,276 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Manchester to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Manchester to Chicago?

    Manchester (MHT) is the airport you will fly out of if you book a flight from Manchester to Chicago. You should not have trouble finding flights to Chicago from Manchester; the airport handles an average of 6 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Manchester airport to Chicago. It is only a 4.8 mi journey to Manchester (MHT) from Manchester’s city center.

  • How long is the flight from Manchester, New Hampshire to Chicago?

    There are many flights that can get you from Manchester, New Hampshire to Chicago in 2h 25m. Fly via United Airlines, Southwest, or American Airlines to get the fastest option. The distance from Manchester, New Hampshire to Chicago is about 834 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Manchester, New Hampshire to Chicago round-trip?

    Our cheapest airline available from Manchester, New Hampshire to Chicago is Southwest. Our recent data shows that you can find tickets from as low as $196 on this airline. An additional option worth looking into is American Airlines, starting at $196. You may be able to fly from Manchester, New Hampshire to Chicago for 57% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Manchester, New Hampshire to Chicago?

    No one likes to see their flight delayed. When booking a flight from Manchester, New Hampshire to Chicago consider choosing Japan Airlines (100%), American Airlines (92%) or Envoy Air (92%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Manchester, New Hampshire to Chicago?

    On average you can expect to pay $650 for a flight from Manchester, New Hampshire to Chicago. The cheapest flight overall is $188 while the most popular route, (Manchester - Chicago O'Hare Intl) is currently priced at $318.

  • Can I find deals for flights from Manchester to Chicago that include hotel bookings?

    Yes. In addition to deals on Manchester to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Manchester to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Manchester to Chicago.

  • Can I find deals for business class flights from Manchester to Chicago?

    Yes. Cheapflights offers flight deals from Manchester to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Manchester, New Hampshire to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Manchester, New Hampshire to Chicago (average of $88). Flying from Manchester, New Hampshire to Chicago in February is currently the most expensive (average of $380). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

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Top 2 airlines flying from Manchester to Chicago

Discover the top 2 airlines that operate flights from Manchester to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$196Average$432FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$410FlexibilityNo cancel feeOn-time71%

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