$144 Cheap Flights from Dayton (DAY) to Chicago (ORD)

View $144 flight on Sun, Feb 22, 2026Opens in a new window

Popular airlines from Dayton Intl. Airport (DAY) to Chicago O'Hare Intl. Airport (ORD)

Today's featured flight deals from Dayton Intl. Airport (DAY) to Chicago O'Hare Intl. Airport (ORD)

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Dayton to Chicago (DAY-ORD)

Prices were available within the past 7 days and start at $144 for one-way flights and $179 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Dec 5 - Sun, Dec 7
DAY
Dayton
ORD
Chicago
$179 Roundtrip, just found
$179
Roundtrip
just found
Select American Airlines flight, departing Fri, Dec 5 from Dayton to Chicago, returning Sun, Dec 7, priced at $179 just found
United
Fri, Dec 5 - Sun, Dec 7
DAY
Dayton
ORD
Chicago
$179 Roundtrip, just found
$179
Roundtrip
just found
Select United flight, departing Fri, Dec 5 from Dayton to Chicago, returning Sun, Dec 7, priced at $179 just found
United
Thu, Nov 13 - Tue, Nov 18
DAY
Dayton
ORD
Chicago
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 13 from Dayton to Chicago, returning Tue, Nov 18, priced at $184 found 1 day ago
United
Sat, Dec 6 - Sun, Feb 8
DAY
Dayton
ORD
Chicago
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Select United flight, departing Sat, Dec 6 from Dayton to Chicago, returning Sun, Feb 8, priced at $187 found 6 days ago
United
Thu, Nov 13 - Sun, Nov 16
DAY
Dayton
ORD
Chicago
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 13 from Dayton to Chicago, returning Sun, Nov 16, priced at $189 found 1 day ago
United
Mon, Dec 15 - Thu, Jan 8
DAY
Dayton
ORD
Chicago
$190 Roundtrip, found 10 hours ago
$190
Roundtrip
found 10 hours ago
Select United flight, departing Mon, Dec 15 from Dayton to Chicago, returning Thu, Jan 8, priced at $190 found 10 hours ago
United
Thu, Nov 20 - Sun, Nov 23
DAY
Dayton
ORD
Chicago
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 20 from Dayton to Chicago, returning Sun, Nov 23, priced at $191 found 1 day ago
United
Tue, Dec 23 - Sat, Dec 27
DAY
Dayton
ORD
Chicago
$192 Roundtrip, found 18 hours ago
$192
Roundtrip
found 18 hours ago
Select United flight, departing Tue, Dec 23 from Dayton to Chicago, returning Sat, Dec 27, priced at $192 found 18 hours ago
United
Thu, Nov 6 - Thu, Nov 13
DAY
Dayton
ORD
Chicago
$194 Roundtrip, found 5 days ago
$194
Roundtrip
found 5 days ago
Select United flight, departing Thu, Nov 6 from Dayton to Chicago, returning Thu, Nov 13, priced at $194 found 5 days ago
Delta
Wed, Dec 3 - Wed, Dec 10
DAY
Dayton
ORD
Chicago
$485 Roundtrip, found 4 hours ago
$485
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Dec 3 from Dayton to Chicago, returning Wed, Dec 10, priced at $485 found 4 hours ago

Find the cheapest month to fly from Dayton (DAY) to Chicago (ORD)

May is typically the cheapest month to fly

From $179 - $383 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $194
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $194

Frequently asked questions

How much does a flight from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $144 or cheap return flight from $179 from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
Flying in December can help you save, as it's the cheapest month for flights between DAY and ORD. You'll often find the lowest fares during off-peak months.
Which airlines fly direct from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
When heading out of James M. Cox Dayton Intl. Airport (DAY), you can take a direct flight to O'Hare Intl. Airport (ORD) with United Airlines.
What is the cheapest airline that flies from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
The cheapest airline to offer flights between James M. Cox Dayton Intl. Airport (DAY) and O'Hare Intl. Airport (ORD) will vary based on when you want to travel. American Airlines and United Airlines are just some of the choices offering well-priced fares. Use Expedia's filter tool to compare airlines in one place and find the right DAY to ORD flight that fits your budget.
How many flights per day from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
When departing from James M. Cox Dayton Intl. Airport (DAY), you'll have your pick from an average of 7 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
The 1 PM departures from DAY to ORD are typically the busiest. Greater demand means you'll likely pay more for these departures. If you're hoping to save money, pick a less crowded time to fly.
What day of the week has the most flights from DAY to ORD?
Wednesday offers the most flights from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD). Consider leaving on this day and you'll have a greater chance of finding a schedule that works for you.
What is the earliest flight from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
James M. Cox Dayton Intl. Airport (DAY)'s earliest flight to O'Hare Intl. Airport (ORD) is at approximately 7:15AM UTC-5. With a total travel time of 1h 44m, you'll arrive at around 7:59AM UTC-6.
How long does it take to fly from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
It takes roughly 1 hour and 33 minutes to travel the 240 mi from DAY to ORD.
What airline has the least delays from DAY to ORD?
Consider traveling with Alaska Airlines if you'd like to fly straight from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD) without any interruptions. This carrier has the strongest track record for punctuality, with an on-time score of 83%. Want to get notified of any changes? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
To reach O'Hare Intl. Airport (ORD) without delays, choose a flight that leaves from James M. Cox Dayton Intl. Airport (DAY) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from James M. Cox Dayton Intl. Airport (DAY)?
If you're on a direct flight from James M. Cox Dayton Intl. Airport (DAY) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book your flight from DAY to ORD often results in higher prices. Although you may find some last-minute offers, there's no guarantee. Allow some flexibility in your schedule for a better chance of scoring a bargain.
Is it cheaper to book a DAY to ORD flight and hotel package?
Securing a DAY to ORD flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Pick from our impressive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD)?
Generally, it's possible to cancel or reschedule your DAY to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

0
Origin airport
James M. Cox Dayton Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$179
Distance
239 mi

Book with confidence

Dayton to Chicago Flights

The cheapest times to fly from Dayton to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Dayton to Chicago are during the month of December. You can find some of the cheapest flights from Dayton to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Dayton to Chicago

Sunday is one of the best days to book for cheap flights from Dayton to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Dayton to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Dayton to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $144 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Dayton to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Dayton to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Dayton to Chicago Flights

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*Available to One Key members.