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Cheap flights from Cincinnati to Chicago from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cincinnati to Chicago departing on 2/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Cincinnati to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Cincinnati to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Cincinnati to Chicago.

Cheap last minute flights

Planning a quick getaway from Cincinnati to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Cincinnati to Chicago

Find recent round-trip train or bus tickets from Cincinnati to Chicago.

All round-trip flight deals from Cincinnati to Chicago

The cheapest plane tickets from Cincinnati to Chicago found on KAYAK recently.
7:59 pm - 5:31 amCVG-MDW
10h 32m1 stop
4:20 pm - 1:18 amMDW-CVG
7h 58m1 stop
$107Frontier
Find Deal
Mo, Mrz 3 - Mo, Mrz 10
7:59 pm - 5:31 amCVG-MDW
10h 32m1 stop
5:30 am - 2:32 pmMDW-CVG
8h 02m1 stop
$110Frontier
Find Deal
Mo, Mrz 3 - Do, Mrz 6
6:50 pm - 7:14 pmCVG-ORD
1h 24mnonstop
2:55 pm - 4:58 pmORD-CVG
1h 03mnonstop
$137American Airlines
Find Deal
Di, Feb 18 - Mi, Feb 19
6:50 am - 6:50 amCVG-MDW
1h 00mnonstop
6:30 pm - 8:45 pmMDW-CVG
1h 15mnonstop
$137Southwest
Find Deal
Di, Feb 18 - Mi, Feb 19
5:45 pm - 9:35 pmCVG-MDW
4h 50m1 stop
8:20 pm - 10:30 pmMDW-CVG
1h 10mnonstop
$147Southwest
Find Deal
Do, Feb 13 - Mo, Feb 17
8:30 am - 8:56 amCVG-ORD
1h 26mnonstop
8:05 am - 10:29 amORD-CVG
1h 24mnonstop
$152American Airlines
Find Deal
Fr, Mrz 14 - Di, Mrz 18
7:15 am - 7:42 amCVG-ORD
1h 27mnonstop
10:50 am - 1:06 pmORD-CVG
1h 16mnonstop
$167United Airlines
Find Deal
Sa, Feb 22 - Fr, Feb 28
2:03 pm - 6:11 pmCVG-MDW
5h 08m1 stop
6:42 pm - 10:31 pmMDW-CVG
2h 49m1 stop
$177Delta
Find Deal
Di, Feb 25 - Mo, Mrz 10
2:03 pm - 4:13 pmCVG-ORD
3h 10m1 stop
6:15 pm - 10:31 pmORD-CVG
3h 16m1 stop
$177Delta
Find Deal
Di, Feb 25 - Mo, Mrz 10
5:43 pm - 6:10 pmCVG-ORD
1h 27mnonstop
12:59 pm - 3:18 pmORD-CVG
1h 19mnonstop
$197United Airlines
Find Deal
Di, Feb 25 - Mi, Mrz 5
7:59 pm - 5:31 amCVG-MDW
10h 32m1 stop
$55Frontier
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Sa, Feb 22
7:59 pm - 5:05 amCVG-ORD
10h 06m1 stop
$55Frontier
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Sa, Feb 22
4:15 pm - 4:45 pmCVG-ORD
1h 30mnonstop
$69United Airlines
Find Deal
Do, Feb 27
6:50 am - 6:50 amCVG-MDW
1h 00mnonstop
$69Southwest
Find Deal
Mo, Feb 24
3:50 pm - 9:25 pmCVG-MDW
6h 35m1 stop
$79Southwest
Find Deal
Di, Feb 25
7:20 am - 7:48 amCVG-ORD
1h 28mnonstop
$84United Airlines
Find Deal
Sa, Apr 5
2:03 pm - 6:11 pmCVG-MDW
5h 08m1 stop
$89Delta
Find Deal
Di, Feb 25
8:11 pm - 11:56 pmCVG-ORD
4h 45m1 stop
$89Delta
Find Deal
Mo, Mrz 24
7:01 am - 7:28 amCVG-ORD
1h 27mnonstop
$114American Airlines
Find Deal
Fr, Feb 28
5:00 am - 8:32 amCVG-ORD
4h 32m1 stop
$139American Airlines
Find Deal
Do, Mrz 27
7:15 am - 3:43 pmCVG-MDW
9h 28m1 stop
6:15 am - 4:48 pmMDW-CVG
9h 33m1 stop
$280Frontier
Find Deal
Mo, Jan 27 - Mo, Feb 3
4:25 pm - 10:16 pmCVG-ORD
6h 51m1 stop
8:38 am - 4:48 pmORD-CVG
7h 10m1 stop
$280Frontier
Find Deal
Mo, Jan 27 - Mo, Feb 3
5:50 pm - 6:26 pmCVG-ORD
1h 36mnonstop
9:10 pm - 10:21 amORD-CVG
12h 11m2 stops
$324United Airlines
Find Deal
Sa, Jan 25 - Sa, Jan 25
11:25 am - 12:03 pmCVG-ORD
1h 38mnonstop
3:35 pm - 10:21 amORD-CVG
17h 46m1 stop
$429United Airlines
Find Deal
Sa, Jan 25 - Sa, Jan 25
9:00 am - 11:34 pmCVG-ORD
15h 34m2 stops
7:26 am - 8:30 pmORD-CVG
12h 04m1 stop
Mo, Jan 27 - Mo, Feb 3
10:15 am - 11:20 amCVG-ORD
26h 05m2 stops
3:56 pm - 8:56 pmORD-CVG
28h 00m2 stops
So, Jan 26 - Mi, Jan 29
7:15 am - 7:20 amCVG-MDW
1h 05mnonstop
6:30 pm - 8:45 pmMDW-CVG
1h 15mnonstop
$565Southwest
Find Deal
Di, Jan 28 - Do, Jan 30
7:15 am - 7:20 amCVG-MDW
1h 05mnonstop
5:05 pm - 10:40 pmMDW-CVG
4h 35m1 stop
$575Southwest
Find Deal
Di, Jan 28 - Do, Jan 30
6:07 am - 10:51 amCVG-ORD
5h 44m1 stop
8:15 am - 10:35 amORD-CVG
1h 20mnonstop
$614American Airlines
Find Deal
Di, Jan 28 - Fr, Jan 31
5:33 pm - 12:09 amCVG-ORD
7h 36m1 stop
5:30 pm - 7:38 pmORD-CVG
1h 08mnonstop
$653American Airlines
Find Deal
Fr, Jan 24 - Mo, Jan 27
6:50 am - 6:50 amCVG-MDW
1h 00mnonstop
6:30 pm - 8:45 pmMDW-CVG
1h 15mnonstop
$137Southwest
Find Deal
Di, Feb 18 - Mi, Feb 19
6:50 pm - 7:14 pmCVG-ORD
1h 24mnonstop
2:55 pm - 4:58 pmORD-CVG
1h 03mnonstop
$137American Airlines
Find Deal
Di, Feb 18 - Mi, Feb 19
2:10 pm - 2:35 pmCVG-ORD
1h 25mnonstop
6:20 pm - 8:40 pmORD-CVG
1h 20mnonstop
$152United Airlines
Find Deal
Do, Feb 20 - Fr, Feb 21
1:05 pm - 1:15 pmCVG-MDW
1h 10mnonstop
7:10 pm - 9:20 pmMDW-CVG
1h 10mnonstop
$152Southwest
Find Deal
Sa, Mrz 15 - Di, Mrz 18
11:00 am - 11:36 amCVG-ORD
1h 36mnonstop
11:00 am - 1:21 pmORD-CVG
1h 21mnonstop
$166American Airlines
Find Deal
Sa, Mrz 8 - Sa, Mrz 15
7:15 am - 7:42 amCVG-ORD
1h 27mnonstop
10:50 am - 1:06 pmORD-CVG
1h 16mnonstop
$167United Airlines
Find Deal
Sa, Feb 22 - Fr, Feb 28
3:45 pm - 3:55 pmCVG-MDW
1h 10mnonstop
6:25 pm - 8:35 pmMDW-CVG
1h 10mnonstop
$167Southwest
Find Deal
Sa, Apr 19 - Di, Apr 22
11:00 am - 11:36 amCVG-ORD
1h 36mnonstop
11:00 am - 1:21 pmORD-CVG
1h 21mnonstop
$168American Airlines
Find Deal
Sa, Mrz 8 - Sa, Mrz 15
6:50 am - 6:50 amCVG-MDW
1h 00mnonstop
8:20 pm - 10:30 pmMDW-CVG
1h 10mnonstop
$182Southwest
Find Deal
Do, Feb 20 - Fr, Feb 21
7:15 am - 7:42 amCVG-ORD
1h 27mnonstop
2:25 pm - 4:45 pmORD-CVG
1h 20mnonstop
$197United Airlines
Find Deal
Di, Feb 25 - Di, Mrz 4

American Airlines flights from Cincinnati to Chicago

Our best American Airlines deals on Cincinnati to Chicago flight tickets
American Airlines
Feb 18
CVG6:50 pmCincinnati Cinci./N. Kentucky
1h 24m
ORD7:14 pmChicago O'Hare Intl
Feb 19
ORD2:55 pmChicago O'Hare Intl
1h 03m
CVG4:58 pmCincinnati Cinci./N. Kentucky
American Airlines
Mar 14
CVG8:30 amCincinnati Cinci./N. Kentucky
1h 26m
ORD8:56 amChicago O'Hare Intl
Mar 18
ORD8:05 amChicago O'Hare Intl
1h 24m
CVG10:29 amCincinnati Cinci./N. Kentucky
American Airlines
Mar 8
CVG11:00 amCincinnati Cinci./N. Kentucky
1h 36m
ORD11:36 amChicago O'Hare Intl
Mar 15
ORD11:00 amChicago O'Hare Intl
1h 21m
CVG1:21 pmCincinnati Cinci./N. Kentucky

United Airlines flights from Cincinnati to Chicago

Our best United Airlines deals on Cincinnati to Chicago flight tickets
United Airlines
Feb 22
CVG7:15 amCincinnati Cinci./N. Kentucky
1h 27m
ORD7:42 amChicago O'Hare Intl
Feb 28
ORD10:50 amChicago O'Hare Intl
1h 16m
CVG1:06 pmCincinnati Cinci./N. Kentucky
United Airlines
Feb 25
CVG5:43 pmCincinnati Cinci./N. Kentucky
1h 27m
ORD6:10 pmChicago O'Hare Intl
Mar 5
ORD12:59 pmChicago O'Hare Intl
1h 19m
CVG3:18 pmCincinnati Cinci./N. Kentucky
United Airlines
Feb 13
CVG5:43 pmCincinnati Cinci./N. Kentucky
1h 27m
ORD6:10 pmChicago O'Hare Intl
Feb 17
ORD12:59 pmChicago O'Hare Intl
1h 19m
CVG3:18 pmCincinnati Cinci./N. Kentucky

See travel insights to Chicago from

How to get the cheapest flight ticket from Cincinnati to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Cincinnati, with most prices found around $223. If you’re not able to fly to Chicago in August, then April is your next best option. Flight prices from Cincinnati to Chicago during April average around $236.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $537. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Cincinnati to Chicago for around $721.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Cincinnati to Chicago during this time can be as low as $499. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,103.

What is the cheapest Cincinnati Cinci./N. Kentucky to Chicago flight route?

Fly from Cincinnati Cinci./N. Kentucky to Chicago Midway for the best Cincinnati Cinci./N. Kentucky - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Cincinnati when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $285 when searching 11 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cincinnati for as low as $173 on momondo.

What cabin class options are available on Cincinnati Cinci./N. Kentucky to Chicago flights?

There are 4 cabin classes available to choose from on Cincinnati Cinci./N. Kentucky to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Cincinnati to Chicago flight prices changed over time?

As of January 2025, prices for Cincinnati to Chicago flights are approximately 13% cheaper when compared to flights at the same time last year.

When to book flights from Cincinnati to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Cincinnati to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cincinnati to Chicago (CVG to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cincinnati to Chicago

Best Price Found

$55

Fastest flight time

1h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Cincinnati in the past 72 hours is $55. The best round-trip flight deal from Cincinnati to Chicago found on momondo in the last 72 hours is $107.
The fastest flight from Cincinnati to Chicago takes 1h 00m
Direct flights go from Cincinnati to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Cincinnati Cinci./N. Kentucky to Chicago by plane?

    A flight from Cincinnati Cinci./N. Kentucky to Chicago will travel around 251.8 mi. In terms of flight time, this usually takes a little over 1h 00m.

  • When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?

    Prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?

  • How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cincinnati Cinci./N. Kentucky Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Cincinnati to Chicago?

  • What is the most popular airline from Cincinnati to Chicago?


Best airlines flying from Cincinnati to Chicago

Compare and see reviews for airlines that fly from Cincinnati to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $108Free CancellationRating
6.0
3,440 reviews
Search Frontier flights
United AirlinesPriceFrom $115Free CancellationRating
7.4
8,970 reviews
Search United Airlines flights
American AirlinesPriceFrom $117Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $151Free CancellationRating
8.1
4,652 reviews
Search Southwest flights
DeltaPriceFrom $208Free CancellationRating
8.0
8,507 reviews
Search Delta flights
  • Southwest Flights From Cincinnati to Chicago

    Southwest flight deals from Cincinnati to Chicago start from $151 round-trip. Over the 7 Southwest flights for this route in a normal week, average airfare is usually $360 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Cincinnati to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for Cincinnati to Chicago start from as low as $115 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $293. United Airlines operates 30 flights to Chicago from Cincinnati in an average week. Users have rated it 7.4/10 across 8,971 reviews.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cincinnati to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Cincinnati.

Can I find flights from Cincinnati to Chicago with flexible booking policies on momondo?

Flights from Cincinnati to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Cincinnati to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Cincinnati.

I’m not ready to book a flight from Cincinnati to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Cincinnati are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago