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$127+ Cheap flights from Harrisburg (MDT) 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDT — CHI
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheapflights Tip: The best prices from Harrisburg to Chicago are usually found in January or February, booked 90 days in advance, depart on a Friday or Wednesday and return on a Saturday

Find flight deals from Harrisburg to Chicago

Cheapest flights from Harrisburg to Chicago
Explore the most affordable flight options available from Harrisburg to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/148:15 amMDT - ORD
Nonstop2h 21mUnited Airlines
Sun 11/166:10 pmORD - MDT
Nonstop1h 54mUnited Airlines
Deal found 10/21$228
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Fri 11/76:30 amMDT - ORD
Nonstop2h 14mUnited Airlines
Sun 11/96:10 pmORD - MDT
Nonstop1h 54mUnited Airlines
Deal found 10/23$229
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:12 pmMDT - MDW
1 stop5h 28mDelta
Mon 11/176:48 pmMDW - MDT
1 stop3h 16mDelta
Deal found 10/22$229
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/218:15 amMDT - ORD
Nonstop2h 21mUnited Airlines
Sat 11/226:10 pmORD - MDT
Nonstop1h 54mUnited Airlines
Deal found 10/21$232
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/136:15 amMDT - ORD
1 stop4h 31mUnited Airlines
Sun 11/166:10 pmORD - MDT
Nonstop1h 54mUnited Airlines
Deal found 10/22$237
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:00 amMDT - MDW
1 stop4h 53mDelta
Sat 11/226:48 pmMDW - MDT
1 stop3h 26mDelta
Deal found 10/22$239
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Wed 12/246:15 amMDT - ORD
1 stop4h 23mUnited Airlines
Sun 12/289:05 pmORD - MDT
Nonstop2h 02mUnited Airlines
Deal found 10/23$241
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/246:30 amMDT - ORD
Nonstop2h 20mUnited Airlines
Fri 12/269:05 pmORD - MDT
Nonstop2h 02mUnited Airlines
Deal found 10/22$243
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 11/1511:42 amMDT - ORD
Nonstop2h 13mAmerican Airlines
Sat 11/228:15 amORD - MDT
Nonstop1h 54mAmerican Airlines
Deal found 10/22$245
This American Airlines deal was found by Cheapflights users on 10/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:32 pmMDT - ORD
1 stop4h 22mAmerican Airlines
Sun 12/78:23 amORD - MDT
Nonstop1h 56mAmerican Airlines
Deal found 10/23$248
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2111:39 amMDT - ORD
Nonstop2h 13mAmerican Airlines
Mon 11/248:37 pmORD - MDT
Nonstop2h 01mAmerican Airlines
Deal found 10/21$249
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amMDT - MDW
1 stop3h 49mDelta
Fri 12/266:08 pmMDW - MDT
1 stop3h 54mDelta
Deal found 10/22$274

Cheap flight deals from Harrisburg to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Harrisburg (MDT) 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$228
(United Airlines)

One-way from

$127
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$330
Provider with most accurate pricing for Harrisburg-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Harrisburg-Chicago (CHI) flights.
Search Deals
From Harrisburg to Chicago (CHI)
Search Deals
One-way flight from Harrisburg to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Harrisburg 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 October 23, 2025.
Use the filters below to find and compare flights from Harrisburg to Chicago that are best for you.

Fly from

Harrisburg

Fly to

Chicago

Route

Depart

Return

Price

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Sat 11/15

8:15 am-9:36 am

Nonstop2h 21m

Chicago O'Hare Intl

Sun 11/16

6:10 pm-9:04 pm

Nonstop1h 54m

$228

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Sat 11/15

1:05 pm-6:51 pm

1 stop6h 46m

Chicago O'Hare Intl

Sat 11/22

5:08 pm-11:14 pm

1 stop5h 06m

$229

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Sat 11/8

6:30 am-7:44 am

Nonstop2h 14m

Chicago O'Hare Intl

Sun 11/9

7:10 am-10:06 am

Nonstop1h 56m

$229

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 12/13

6:00 am-8:49 am

1 stop3h 49m

Chicago Midway

Fri 1/16

5:59 pm-10:47 pm

1 stop3h 48m

$229

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Wed 11/5

5:40 pm-6:55 pm

Nonstop2h 15m

Chicago O'Hare Intl

Sun 11/9

1:53 pm-4:53 pm

Nonstop2h 00m

$229

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Thu 1/8

6:10 am-8:50 am

1 stop3h 40m

Chicago Midway

Sun 1/11

10:35 am-5:25 pm

1 stop5h 50m

$229

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Sat 11/15

6:15 am-9:40 am

1 stop4h 25m

Chicago O'Hare Intl

Wed 11/19

8:50 am-1:58 pm

1 stop4h 08m

$229

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Fri 11/14

7:12 pm-11:40 pm

1 stop5h 28m

Chicago Midway

Mon 11/17

6:48 pm-11:04 pm

1 stop3h 16m

$229

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Fri 12/5

6:15 am-9:36 am

1 stop4h 21m

Chicago O'Hare Intl

Sun 12/7

7:10 am-10:06 am

Nonstop1h 56m

$237

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Fri 11/7

8:15 am-9:36 am

Nonstop2h 21m

Chicago O'Hare Intl

Sun 11/9

8:50 am-1:58 pm

1 stop4h 08m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 38 results
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Compare providers for flights from Harrisburg 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 Harrisburg to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 Harrisburg-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Harrisburg-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Harrisburg-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Harrisburg-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 Harrisburg-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 Harrisburg to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Harrisburg 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 Harrisburg to Chicago

How far ahead should I book a flight from Harrisburg to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Harrisburg to Chicago. Price data was last updated on October 17, 2025.

Booking 55 days in advance of your planned departure date is, on average, the best time to get cheap flights from Harrisburg 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 month to book a flight from Harrisburg to Chicago?

Currently, March is the cheapest month in which you can book a flight from Harrisburg to Chicago (average of $50). Flying from Harrisburg to Chicago in June is currently the most expensive (average of $132). 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 MDT to CHI?

Find hourly flight availability from Harrisburg 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 October 23, 2025.

It’s typically best to fly out from Harrisburg to Chicago in the evening. Doing so could potentially save you 58% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Harrisburg to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Harrisburg to Chicago. Price data was last updated on November 10, 2024.

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

How much does it cost to fly round-trip from Harrisburg to Chicago?

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 October 23, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Harrisburg to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,995 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,995 reviews
United Airlines
7.4
Good
8,995 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,032 reviews
United Airlines
7.4
Good
8,995 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Harrisburg 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 Harrisburg to Chicago?

    Harrisburg (MDT), located 8.5 mi from the city center, is the airport you fly out of when you book flights from Harrisburg to Chicago. 3 airlines have flights from Harrisburg to Chicago on a regular basis. Booking flights from Harrisburg to Chicago should not be difficult; the airport handles an average of 8 outbound flights to Chicago per day.

  • How long is the flight from Harrisburg to Chicago?

    A quick flight from Harrisburg to Chicago can take about 2h 21m. United Airlines provides one of the quickest options available for as low as $228. The distance from Harrisburg to Chicago is about 592 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Harrisburg to Chicago round-trip?

    Currently priced at $119, Delta will fly you from Harrisburg to Chicago and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from $207 and $209, respectively. These flights start at 61% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Harrisburg to Chicago?

    Consider Japan Airlines (87%), Qatar Airways (86%) or Alaska Airlines (83%) when booking your flight. These represent the most reliable airlines when flying from Harrisburg to Chicago.

  • What are the cheapest flights from Harrisburg to Chicago?

    Looking at all options, your cheapest flight can be booked for $173. While the most popular route (Harrisburg - Chicago O'Hare Intl) can be booked for $209 on average, our data indicates $599 when flying from Harrisburg to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Harrisburg 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 Harrisburg to Chicago?

    Currently, March is the cheapest month in which you can book a flight from Harrisburg to Chicago (average of $50). Flying from Harrisburg to Chicago in June is currently the most expensive (average of $132). 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?

Book flights to Chicago if you plan to visit one of these locations
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Lansing
Hammond
Porter
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Alternative routes for Harrisburg to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Harrisburg to Chicago

Discover the top 3 airlines that operate flights from Harrisburg 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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$119Average$345FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$207Average$312FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$209Average$339FlexibilityNo cancel feeOn-time69%

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