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$179+ Cheap flights from Dayton (DAY) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — CHI
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Dayton to Chicago are usually found in January or December, booked 79 days in advance, depart on a Thursday or Saturday and return on a Sunday

Cheap flight deals from Dayton to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Dayton (DAY) 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 July 2, 2025.

Round-trip from

$179
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$297

Good round-trip deal

$332 or less

Good one-way deal

$249 or less
From Dayton to Chicago (CHI)
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Highest demand for flights based on searches. 11% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Dayton to Chicago (CHI).
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Price to beat on a one-way flight from Dayton to Chicago (CHI).
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Find flight deals from Dayton to Chicago

Cheapest flights from Dayton to Chicago
Explore the most affordable flight options available from Dayton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2025.

This American Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/75:20 pmDAY - ORD
Nonstop1h 24mAmerican Airlines
Tue 8/122:34 pmORD - DAY
Nonstop1h 16mAmerican Airlines
Deal found 6/30$179
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Sat 8/26:00 amDAY - ORD
Nonstop1h 37mUnited Airlines
Sun 8/38:50 amORD - DAY
Nonstop1h 24mUnited Airlines
Deal found 6/29$182
This Delta deal was found by Cheapflights users on 7/1. 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 7/256:00 amDAY - MDW
1 stop6h 58mDelta
Fri 8/16:00 amMDW - DAY
1 stop6h 44mDelta
Deal found 7/1$1,263

Cheapflights Fare Finder

Customize your flight search to find flights from Dayton 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 July 2, 2025.
Use the filters below to find and compare flights from Dayton to Chicago that are best for you.

Fly from

Dayton

Fly to

Chicago

Route

Depart

Return

Price

DaytonChicago

DAY - ORD

DAYORD

Dayton

Thu 8/7

5:20 pm-5:44 pm

Nonstop1h 24m

Chicago O'Hare Intl

Tue 8/12

2:34 pm-4:50 pm

Nonstop1h 16m

$179

DaytonChicago

DAY - ORD

DAYORD

Dayton

Sat 8/2

6:00 am-6:37 am

Nonstop1h 37m

Chicago O'Hare Intl

Sun 8/3

8:50 am-11:14 am

Nonstop1h 24m

$182

DaytonChicago

DAY - ORD

DAYORD

Dayton

Thu 7/24

9:30 pm-9:30 pm

2 stops25h 00m

Chicago O'Hare Intl

Mon 7/28

8:50 am-8:38 pm

1 stop10h 48m

$355

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Fri 7/25

6:00 am-11:58 am

1 stop6h 58m

Chicago Midway

Fri 8/1

6:00 am-1:44 pm

1 stop6h 44m

$1,263

DaytonChicago

DAY - ORD

DAYORD

Dayton

Fri 8/15

7:27 pm-8:22 am

1 stop13h 55m

$185

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Sat 9/27

1:16 pm-9:40 am

1 stop21h 24m

$188

DaytonChicago

DAY - ORD

DAYORD

Dayton

Sun 7/20

9:30 pm-9:30 pm

2 stops25h 00m

$194

DaytonChicago

DAY - ORD

DAYORD

Dayton

Sat 7/26

5:33 pm-8:40 am

1 stop16h 07m

$210

DaytonChicago

DAY - ORD

DAYORD

Dayton

Wed 7/23

6:00 am-6:38 am

Nonstop1h 38m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

The best insider tips for Dayton to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Dayton to Chicago trip
Airlines
Qatar Airways

Qatar Airways allows only one carry-on item in economy; plan ahead to avoid extra fees.


Qatar Airways offers extra legroom seats for a fee; ideal for those needing more space.

Read more about Qatar Airwaysby Brandon Schultz
United Airlines

United's Economy Plus offers extra legroom; ideal for a more comfortable short flight.


United Airlines' Basic Economy restricts carry-ons; only a personal item allowed.

Read more about United Airlinesby Harriet Baskas
Our travel experts
Brandon Schultz

Brandon Schultz

Expert on Qatar Airways

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Best time to book a flight from Dayton to Chicago

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

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

Use this chart to determine the optimal time to book a round-trip flight from Dayton to Chicago. Price data was last updated on June 27, 2025.

The best time to book flights from Dayton to Chicago is 79 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Dayton to Chicago?

Currently, August is the cheapest month in which you can book a flight from Dayton to Chicago (average of $245). Flying from Dayton to Chicago in March is currently the most expensive (average of $321). 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 DAY to CHI?

Find hourly flight availability from Dayton 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 July 2, 2025.

One of the essential ways to save on airfare from Dayton to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 18% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Dayton to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Dayton to Chicago flight should consider departing on Friday 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.

Weekly flight availability from Dayton to Chicago

Explore weekly flight availability from Dayton 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 July 2, 2025.

The most flights from DAY to CHI are scheduled on a Monday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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 July 2, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Dayton 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.
Delta
8.0
Very good
7,975 reviews

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,975 reviews
Delta
8.0
Very good
7,975 reviews

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,975 reviews

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,975 reviews

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

    Most people fly from Dayton (DAY) if they book a flight from Dayton to Chicago. On average, Dayton has 19 outbound flights to Chicago per day from 3 airlines. Dayton is conveniently located just 10.0 mi from Dayton’s city center.

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

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $179. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $182 and $1,263, respectively. You may be able to fly from Dayton to Chicago for 39% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Dayton to Chicago one-way?

    $185 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $188 and $219, respectively.

  • What are the most popular routes from Dayton to Chicago?

    When deciding which route to take from Dayton to Chicago consider Dayton - Chicago O'Hare Intl, Dayton - Chicago Midway or Dayton - Chicago Greater Rockford as they are the most popular.

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

    Before booking your flight to Chicago from Dayton, check out the most reliable airlines to get you to your destination on time: Envoy Air (100%), GoJet (96%), ANA( 96%).

  • What are the cheapest flights from Dayton to Chicago?

    Looking for the cheapest flight from Dayton to Chicago? While on average our users pay $1,728, our data indicates the cheapest price to be $164. The most popular route (Dayton - Chicago O'Hare Intl), is priced around $179.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Dayton to Chicago (average of $245). Flying from Dayton to Chicago in March is currently the most expensive (average of $321). 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 Dayton?

Book flights to Dayton if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Top 3 airlines flying from Dayton to Chicago

Discover the top 3 airlines that operate flights from Dayton 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$284FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$301FlexibilityNo cancel feeOn-time69%
DeltaCheapest$570Average$1,383FlexibilityNo cancel feeOn-timeN/A

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