$141 Cheap Flights from Dayton (DAY) to Chicago (ORD)

View $141 flight on Tue, Jul 1, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Dayton to Chicago (DAY-ORD)

Prices were available within the past 7 days and start at $141 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
Wed, May 21 - Sat, May 24
DAY
Dayton
ORD
Chicago
$179 Roundtrip, found 6 hours ago
$179
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, May 21 from Dayton to Chicago, returning Sat, May 24, priced at $179 found 6 hours ago
United
Thu, Sep 25 - Tue, Sep 30
DAY
Dayton
ORD
Chicago
$179 Roundtrip, found 6 hours ago
$179
Roundtrip
found 6 hours ago
Select United flight, departing Thu, Sep 25 from Dayton to Chicago, returning Tue, Sep 30, priced at $179 found 6 hours ago
United
Wed, May 7 - Sat, May 17
DAY
Dayton
ORD
Chicago
$184 Roundtrip, found 9 hours ago
$184
Roundtrip
found 9 hours ago
Select United flight, departing Wed, May 7 from Dayton to Chicago, returning Sat, May 17, priced at $184 found 9 hours ago
American Airlines
Sat, May 10 - Sun, May 11
DAY
Dayton
ORD
Chicago
$189 Roundtrip, found 7 hours ago
$189
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, May 10 from Dayton to Chicago, returning Sun, May 11, priced at $189 found 7 hours ago
United
Thu, May 8 - Sat, May 17
DAY
Dayton
ORD
Chicago
$191 Roundtrip, found 9 hours ago
$191
Roundtrip
found 9 hours ago
Select United flight, departing Thu, May 8 from Dayton to Chicago, returning Sat, May 17, priced at $191 found 9 hours ago
United
Thu, May 22 - Sun, May 25
DAY
Dayton
ORD
Chicago
$191 Roundtrip, found 11 hours ago
$191
Roundtrip
found 11 hours ago
Select United flight, departing Thu, May 22 from Dayton to Chicago, returning Sun, May 25, priced at $191 found 11 hours ago
United
Sat, May 17 - Sun, May 18
DAY
Dayton
ORD
Chicago
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Select United flight, departing Sat, May 17 from Dayton to Chicago, returning Sun, May 18, priced at $192 found 1 day ago
United
Sun, May 11 - Sun, May 18
DAY
Dayton
ORD
Chicago
$194 Roundtrip, found 4 hours ago
$194
Roundtrip
found 4 hours ago
Select United flight, departing Sun, May 11 from Dayton to Chicago, returning Sun, May 18, priced at $194 found 4 hours ago
American Airlines
Tue, May 6 - Tue, May 13
DAY
Dayton
ORD
Chicago
$199 Roundtrip, found 5 hours ago
$199
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, May 6 from Dayton to Chicago, returning Tue, May 13, priced at $199 found 5 hours ago
Delta
Wed, May 21 - Sat, May 24
DAY
Dayton
ORD
Chicago
$437 Roundtrip, found 6 hours ago
$437
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, May 21 from Dayton to Chicago, returning Sat, May 24, priced at $437 found 6 hours ago
Flights from Dayton (DAY) to Chicago (ORD)
Origin airport
James M. Cox Dayton Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$179
Distance
239 mi

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 May. 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 $141 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.

Frequently asked questions

How much does a flight from James M. Cox Dayton Intl. Airport (DAY) to O'Hare Intl. Airport (ORD) cost?
Grab cheap return flights starting from $179 from James M. Cox Dayton Intl. Airport (DAY) to O’Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving DAY on May 17 2025 and touching down at ORD. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from DAY to ORD?
The cheapest flights from DAY to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 DAY to ORD?
Right now, the cheapest airline offering one-way flights from DAY to ORD is American Airlines. You can jet off on this route from $204. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from DAY on July 16 2025. Prices were last updated on April 23 2025 and have not changed since.
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.

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*Available to One Key members.