Good to know - Cheap tickets Middletown — Chicago
| Cheapest flight found | $88 |
|---|---|
| Minimal flight time | 1h 45m |
| Flight distance | 922 km |
| Most popular airline | United Express |
Airfare Middletown – Chicago by month
Here you can find out in what months how much a ticket Middletown – Chicago costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| November 2025 | ||
| August 2025 | ||
| June 2025 | ||
| May 2025 | ||
| April 2025 | ||
| February 2025 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Middletown — Chicago
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:00 | 07:12 | daily | AA3367 | American Eagle | 2h 12m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:21 | mon, tue | AA3389 | American Eagle | 2h 21m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:41 | daily | UA2684 | United Express | 2h 11m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:38 | tue | UA2684 | United Express | 2h 8m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:37 | tue, wed, thu, fri, sat, sun | UA2684 | United Express | 2h 7m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:44 | tue, wed, sat | UA2684 | United Express | 2h 14m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:42 | mon | UA2684 | United Express | 2h 12m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:45 | 07:52 | mon, tue, wed, thu | UA2684 | United Express | 2h 7m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 06:45 | 07:53 | sun | UA2684 | United Express | 2h 8m | Harrisburg International Airport — O'Hare International Airport | Select dates |
| 08:15 | 09:29 | thu, sat | UA4475 | United Express | 2h 14m | Harrisburg International Airport — O'Hare International Airport | Select dates |
Popular airlines flying Middletown — Chicago
Flight Middletown – Chicago is served by 8 airlines. 4 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from Middletown to Chicago in the last 48 hours
Dynamics airfare Middletown — Chicago by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Middletown — Chicago
The graph shows that booking flights Middletown — Chicago is best planned for May and flights Middletown — Chicago — Middletown in the month of August.
Flights Middletown — Chicago
The selection of cheap flights Middletown — Chicago
Here you can find and purchase the cheapest flights Middletown — Chicago from $88 and Middletown — Chicago — Middletown from $167.
The price of the flight Middletown — Chicago (United States) — Middletown from $167 (round-trip).
The average price of the flight Middletown — Chicago (United States) — Middletown $271 (round-trip).
- Departure city: Middletown
- IATA code of the city of origin: HAR
- Departure airports: Capital City, Harrisburg International Airport
- Departure country: United States
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Destination country: United States
Low cost flights Middletown — Chicago (HAR — CHI)
If you are planning a trip from Middletown to Chicago, whether for business or leisure, there are numerous flight options available to suit your schedule and budget. Middletown is served by two airports, Harrisburg Skyport and Harrisburg International, which provide convenient access to multiple flights heading towards Chicago and its surrounding airports, including Chicago O'Hare, Midway, and Merrill C Meigs among others, ensuring you have arrival options aligned with your final destination within the Chicago metropolitan area.
The distance between Middletown and Chicago is approximately 922 kilometers, and direct flights cover this in as little as 1 hour and 44 minutes. This relatively short flight duration makes air travel an efficient choice compared to other modes of transport. Direct flights are operated by three main carriers: American Airlines, United Airlines, and United Parcel Service (UPS). These airlines offer reliable daily services, with flights available every day of the week.
For travelers open to connecting flights, an extended list of carriers, including Allegiant Air, Delta Air Lines, Frontier Airlines, and others provide options that might fit specific travel needs or budgets better. Though flights with one or more layovers take longer, they can sometimes offer cost savings or more flexible timing, which may appeal to budget-conscious or schedule-sensitive travelers.
When it comes to pricing, ticket costs for flights from Middletown to Chicago start as low as $88 for one-way journeys, with round-trip fares beginning at approximately $167. The average round-trip ticket price is about $271, though prices vary depending on travel dates, booking timing, and airline choice. Historically, May is recognized as one of the most economical months to book your flight, while June tends to be the high season with higher fares due to increased demand. It is advisable to compare prices regularly and secure your ticket early to benefit from current promotions or special offers.
Business travelers will find this route particularly convenient given the frequency of flights and the presence of multiple airports at both ends, enabling efficient connections to other domestic or international flights. Leisure travelers can take advantage of the diversity of arrival airports in Chicago to access the city center directly or explore the surrounding suburbs and attractions.
Understanding airport codes can assist in booking flights effectively. Middletown is referenced under the IATA city code HAR, covering both Harrisburg Skyport and Harrisburg International airports. Chicago’s extensive airport network includes the codes CHI, O'Hare (ORD), Midway (MDW), and others for smaller or specialized airports, which are typically used by certain carriers or for particular flight operations.
Choosing between direct or connecting flights depends largely on your priorities. Direct flights minimize travel time and the potential complications associated with layovers, making them a preferred choice for many travelers. However, connecting flights sometimes provide access to more competitive fares or advantageous departure times.
LowCost.Club offers a comprehensive search engine that compares ticket prices across all these airlines and routes. This enables you to view all possible flight options, assess schedules, and find tickets that fit your budget without the need for intermediaries or agencies. The platform provides electronic tickets (e-tickets), simplifying the booking process and ensuring a smooth travel experience.
To find the best flight options from Middletown to Chicago, start by entering your travel details in our search form. You will receive up-to-date price comparisons, including any current discounts or promotions, allowing you to make a well-informed, economical choice. Embark on your journey with confidence knowing you've secured the best deal tailored for your plans. Use LowCost.Club now to find your ideal flight quickly and conveniently.
Routes from nearby cities to Chicago
A flight from a neighbouring city can help you save money on plane tickets.
Most often, departures to Chicago are from New York, this is the cheapest flight from $20. The nearest airports from Middletown with a flight to Chicago are located in Pittsburgh.
Popular International routes from Middletown
Popular routes from Chicago
If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:
Popular domestic routes from Middletown
FAQ about Middletown — Chicago
Are there any direct flights Middletown — Chicago?
Yes, they do: AA3367, AA3389, UA2684, UA4475, UA3478, UA4574, G74574, UA4556, AA3420, AA3374, AA3408, AA4004, AA3651, UA5478, UA4582, UA4524, AA3674, 5X1173
Can we fly from Middletown to Chicago?
Yes, you can fly from Middletown to Chicago. Middletown has 2 airports (Capital City, Harrisburg International Airport) for flights. American Eagle, United Express, GoJet , UPS depart from Middletown on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Allegiant Air, Delta Connection, FedEx, Frontier (Cali the Mountain Lion Livery), Jet Linx Aviation, NetJets, Republic Airways, Sun Country Airlines.
How long does it take to fly from Middletown to Chicago?
A direct flight lasts an average of 1h 45m, during which time the aircraft covers a distance of 922 km.
How much do flights Middletown — Chicago cost?
The price of flights Middletown — Chicago starts from $88.
What days does the plane fly Middletown — Chicago?
Planes fly Middletown — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Middletown and Chicago?
In Middletown — Capital City, Harrisburg International Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.
What flights are currently flying from Middletown to Chicago?
The following flights fly between Middletown and Chicago: AA3367, AA3389, UA2684, UA2684, UA2684, UA2684, UA2684, UA2684, UA2684, UA4475, UA3478, UA4574, G74574, UA4556, AA3420, AA3374, AA3420, AA3408, AA4004, AA4004, AA3651, UA5478, UA4582, UA4524, AA3674, 5X1173, 5X1173, 5X1173
What month is the cheapest to fly from Middletown to Chicago?
High season is considered to be June and the cheapest month is May. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Middletown — Chicago flight deals.
Which airlines direct fly from Middletown to Chicago?
The following airlines have direct flights Middletown — Chicago: American Eagle, United Express, GoJet , UPS.
Which airlines fly from Middletown to Chicago?
All the following airlines flights Middletown — Chicago: Allegiant Air, American Eagle, Delta Connection, FedEx, Frontier (Cali the Mountain Lion Livery), GoJet , Jet Linx Aviation, NetJets, Republic Airways, Sun Country Airlines, United Express, UPS.