Chicago

$132+ Cheap flights from Dayton (DAY) 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — CHI
May 6 — May 131
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Dayton to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 Friday and return on a Tuesday

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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$132
(Mytrip)

Popular in

May

Cheapest in

January

Average price

$388

Good round-trip deal

$316 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Dayton-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Dayton-Chicago (CHI) flights.
From Dayton to Chicago (CHI)
One-way flight from Dayton to Chicago (CHI)
Highest demand for flights based on searches. 14% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in May 2025
Price to beat on a round-trip flight from Dayton to Chicago (CHI).
Price to beat on a one-way flight from Dayton to Chicago (CHI).

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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/237:05 amDAY - ORD
Nonstop1h 25mAmerican Airlines
Mon 5/2610:00 amORD - DAY
Nonstop1h 15mAmerican Airlines
Deal found 4/29$179
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/149:20 amDAY - ORD
Nonstop1h 29mUnited Airlines
Sat 5/178:45 amORD - DAY
Nonstop1h 20mUnited Airlines
Deal found 4/30$189
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/89:02 pmDAY - RFD
1 stop23h 16mAllegiant Air
Mon 6/238:45 amRFD - DAY
1 stop10h 52mAllegiant Air
Deal found 4/30$347
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/265:40 amDAY - MDW
1 stop17h 05mDelta
Fri 6/276:47 pmMDW - DAY
1 stop14h 44mDelta
Deal found 4/30$455
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/199:30 pmDAY - ORD
2 stops20h 25mMultiple Airlines
Sun 6/225:15 amORD - DAY
1 stop14h 25mMultiple Airlines
Deal found 4/29$460
This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 4/2911:59 amDAY - ORD
1 stop9h 17mDelta
Tue 5/610:10 amORD - DAY
1 stop8h 54mDelta
Deal found 4/28$788

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 May 1, 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

Fri 5/23

7:05 am-7:30 am

Nonstop1h 25m

Chicago O'Hare Intl

Mon 5/26

10:00 am-12:15 pm

Nonstop1h 15m

$179

DaytonChicago

DAY - ORD

DAYORD

Dayton

Wed 5/14

9:20 am-9:49 am

Nonstop1h 29m

Chicago O'Hare Intl

Sat 5/17

8:45 am-11:05 am

Nonstop1h 20m

$189

DaytonChicago

DAY - RFD

DAYRFD

Dayton

Sun 6/8

9:02 pm-7:18 pm

1 stop23h 16m

Chicago Greater Rockford

Mon 6/23

8:45 am-8:37 pm

1 stop10h 52m

$347

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Thu 6/26

5:40 am-9:45 pm

1 stop17h 05m

Chicago Midway

Fri 6/27

6:47 pm-10:31 am

1 stop14h 44m

$455

DaytonChicago

DAY - ORD

DAYORD

Dayton

Thu 6/19

9:30 pm-4:55 pm

2 stops20h 25m

Chicago O'Hare Intl

Sun 6/22

5:15 am-8:40 pm

1 stop14h 25m

$460

DaytonChicago

DAY - RFD

DAYRFD

Dayton

Thu 6/12

9:32 pm-7:18 pm

1 stop22h 46m

$132

DaytonChicago

DAY - MDW

DAYMDW

Dayton

Wed 5/14

11:19 am-10:53 am

1 stop24h 34m

$151

DaytonChicago

DAY - ORD

DAYORD

Dayton

Fri 5/30

7:50 pm-8:26 am

1 stop13h 36m

$179

DaytonChicago

DAY - ORD

DAYORD

Dayton

Sat 8/2

5:33 pm-10:10 am

1 stop17h 37m

$180

DaytonChicago

DAY - ORD

DAYORD

Dayton

Thu 6/26

9:30 pm-4:55 pm

2 stops20h 25m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 12 results
1
2

Compare providers for flights from Dayton 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 Dayton to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Dayton-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Dayton-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Dayton-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Dayton-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Dayton-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

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.

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 April 25, 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 May 1, 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 evening could potentially save you up to 31% 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 Wednesday evenings when fares are most often at their lowest. Saturday 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 May 1, 2025.

The most flights from DAY to CHI are scheduled on a Wednesday (28 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (11 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 1, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and Allegiant Air from Dayton to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 17 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 Allegiant Air, with the lowest prices starting at $189 and $347, respectively. You may be able to fly from Dayton to Chicago for 40% less than the average price by searching for these airlines.

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

    $132 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $179 and $180, respectively.

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

  • 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: GoJet (84%), Royal Jordanian (81%), Japan Airlines( 76%).

  • What are the cheapest flights from Dayton to Chicago?

    Looking for the cheapest flight from Dayton to Chicago? While on average our users pay $944, our data indicates the cheapest price to be $149. 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$293FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$194Average$306FlexibilityNo cancel feeOn-time69%
DeltaCheapest$570Average$1,253FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.