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CHI - DAL

Find cheap flights from Chicago to Dallas Love Field from $99

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Love Field departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Dallas Love Field

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Dallas, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Dallas, as well as popular online travel agencies
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Love Field (CHI-DAL)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Love Field that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:00 am - 2:00 pmORD-DAL
8h 00m1 stop
7:30 am - 2:36 pmDAL-ORD
7h 06m1 stop
$198Delta
Find Deal
Wed, Jul 10 - Sat, Jul 13
12:31 pm - 7:13 pmORD-DAL
6h 42m1 stop
8:00 am - 2:20 pmDAL-ORD
6h 20m1 stop
$218Delta
Find Deal
Sat, May 11 - Tue, May 14
5:57 pm - 11:42 pmORD-DAL
5h 45m1 stop
1:03 pm - 7:54 pmDAL-ORD
6h 51m1 stop
$243Delta
Find Deal
Tue, May 7 - Sat, May 11
7:00 am - 2:00 pmORD-DAL
7h 00m1 stop
2:50 pm - 9:11 pmDAL-ORD
6h 21m1 stop
$258Delta
Find Deal
Wed, Jul 10 - Thu, Aug 15
9:00 pm - 8:50 amORD-DAL
11h 50m1 stop
6:05 am - 8:25 amDAL-ORD
2h 20mnonstop
$262Southwest
Find Deal
Thu, May 16 - Sat, May 18
7:00 am - 9:25 amORD-DAL
2h 25mnonstop
6:00 am - 8:25 amDAL-ORD
2h 25mnonstop
$270Southwest
Find Deal
Mon, May 13 - Thu, May 16
9:00 pm - 8:50 amORD-DAL
11h 50m1 stop
8:50 am - 8:55 pmDAL-ORD
12h 05m1 stop
$271Southwest
Find Deal
Thu, May 16 - Sat, May 18
9:22 pm - 1:30 pmORD-DAL
16h 08m1 stop
2:37 pm - 11:37 pmDAL-ORD
9h 00m1 stop
$550Alaska Airlines
Find Deal
Fri, Aug 16 - Tue, Aug 20
9:10 pm - 1:36 pmORD-DAL
16h 26m1 stop
2:37 pm - 4:40 amDAL-ORD
14h 03m1 stop
$554Alaska Airlines
Find Deal
Fri, Sep 27 - Sun, Sep 29
8:40 am - 1:36 pmORD-DAL
28h 56m1 stop
2:37 pm - 11:37 pmDAL-ORD
9h 00m1 stop
$556Alaska Airlines
Find Deal
Thu, Sep 19 - Mon, Sep 23

Flights from Chicago to Love Field - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Love Field to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Dallas Love Field Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Dallas Love Field Airport.
Our data shows that the cheapest route for a one-way flight from Chicago to Dallas Love Field Airport cost $160 and was between Chicago Midway Airport and Dallas Love Field Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $354.

What’s the cheapest day of the week to fly from Chicago to Dallas Love Field?

The average price of all flights from Chicago to Dallas Love Field Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Dallas Love Field on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Chicago to Dallas Love Field. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Chicago to Dallas Love Field Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Dallas Love Field Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Dallas Love Field Airport is January, where tickets cost $137 on average. On the other hand, the most expensive months are May and July, where the average cost of tickets is $453 and $434 respectively.

Can I save money by flying with a layover from Chicago to Dallas Love Field Airport?

The average price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of $205, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Dallas Love Field Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Dallas Love Field Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Dallas Love Field Airport, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 47 days before departure.

Which airlines provide the cheapest flights from Chicago to Dallas Love Field?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Delta ($99) and Southwest ($132). The cheapest round-trip tickets were found on Delta ($198) and Southwest ($262).

How many flights are there between Chicago and Dallas Love Field Airport per day?

Each day, there are between 7 and 11 nonstop flights that take off from Chicago and land in Dallas Love Field Airport, with an average flight time of 2h 21m. The most common departure time is 7:00 pm and most flights take off in the morning. Each week, there are 69 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and Dallas Love Field Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Dallas Love Field take?

Direct flights take on average 2h 25m to travel the 802 miles between Chicago and Dallas Love Field.

What’s the earliest departure time from Chicago to Dallas Love Field?

Early birds can take the earliest flight from Chicago at 6:15 am and will be landing in Dallas Love Field Airport at 8:35 am.

What’s the latest departure time from Chicago to Dallas Love Field?

If you prefer to fly at night, the latest flight from Chicago to Dallas Love Field Airport jets off at 8:45 pm and lands at 11:00 pm.

Good to know

Low season

April

High season

November

Cheapest flight

$99
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 26% lower on average.
Flight from Chicago O'Hare Airport to Dallas Love Field

When to book flights from Chicago to Love Field

Are your dates flexible? Find out the best times to travel from Chicago to Love Field based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Dallas Love Field flights

  • What is the cheapest flight from Chicago to Dallas Love Field Airport?

    In the last 3 days, the lowest price for a flight from Chicago to Dallas Love Field Airport was $99 for a one-way ticket and $198 for a round-trip.

  • Do I need a passport to fly between Chicago and Dallas Love Field?

    No

  • Which airports will I be using when flying from Chicago to Dallas Love Field?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Dallas Love Field (Dallas Love Field). The cheapest flights are generally found on the Chicago O'Hare Airport to Dallas Love Field flight route.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Dallas Love Field?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Dallas Love Field flight route.

  • Which aircraft models fly most regularly from Chicago to Dallas Love Field?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Dallas Love Field flight route.

  • On which days can I fly direct from Chicago to Dallas Love Field?

    There are nonstop flights from Chicago to Dallas Love Field on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Dallas Love Field?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Dallas Love Field.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Dallas Love Field?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Dallas Love Field from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Dallas Love Field?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Dallas Love Field with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Dallas Love Field?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Dallas Love Field from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Dallas

  • Looking for a cheap flight? 25% of our users found flights on this route for $185 or less one-way.

Prefer to fly non-stop from Chicago to Dallas Love Field?

Find which airlines fly direct from Chicago to Love Field, which days they fly and book direct flights.

Nonstop departures

Chicago to Dallas Love Field

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Dallas Love Field to Chicago

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Love Field

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Dallas. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Love Field? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11004 reviews
8.0entertainment
8.6crew
8.2boarding
7.9comfort
7.5food
Airline reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

6.0 GoodDan, Apr 2024LGA - DEN
Read more about Delta reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Unfortunately our flight was delayed by 45 minutes due to Kate arriving aircraft. Once we stated everything was great.

Apparently the WiFi you buy on on one flight doesn't carry on with connecting flights.

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

Delayd flight out of atl as always miss my conection in dfw no flight untill next day

No problems with flight. Even though I had a short layover in DFW, I was still able to easily make my connection.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Late boarding to clean plane from previous flight; initial boarding announcement not loud enough; fantastic cabin attendant front of plane

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Turbulence was bad and flight attendants gossiped about going to the bar and dating. Could have better awareness.

Didn't like the 6 hour delay as it caused me to miss all of my connections. Still, I did get home safely 14 hours late but exhausted.

Flight attendants had no personality! The looked miserable! My seat was broken in first class. I can’t believe how American Airlines changed. 😞

pleased with overall experienced, but seats in coach are tight.

Beware of all the extras. Nickel and dimed. Everything was extra. It turns a $90 fare in to a $400 fair quite easily.

It wasn’t as horrible as I would have expected, however, to not provide water and change so much for bags is a ripoff to say the least.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

Seats could use more padding. Kind of hard on the tush.

The issue I have is when we landed in Vegas (Dallas to Vegas). It seems as if we were traveling too fast during landing. I’m not sure what is was but it seems as if the nose of plane banged the ground making a loud bam nose. We went back into the air instantly. It took about 5 minutes for the pilot or someone to say a wind drift caused the hard landing, and that we would land in about 5 minutes. Many of us passengers did not believe the reason given. The second attempt was much smoother but this does not make me want to fly spirit again. The flight from Detroit to Dallas was fine.

Amazed that Spirit can even get planes in the air, would never use again.

Would recommend to support give water in cups for free to the passengers.

The flight was really great I was surprised with Spirit.

Spirit canceled the flight 20 hours before it was scheduled to take off. They didn’t send a clear message and had no alternative flight for a week. What a terrible airline! Never use them.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Chicago to Dallas

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Dallas found on KAYAK in the last 72 hours.
5/14Tue
1 stopDelta
5h 45mORD-DAL
$99
5/1Wed
1 stopDelta
5h 15mMDW-DAL
$124
5/1Wed
1 stopDelta
5h 53mORD-DAL
$124
5/22Wed
nonstopSouthwest
2h 30mORD-DAL
$132
5/22Wed
1 stopSouthwest
6h 45mORD-DAL
$133
5/7Tue
1 stopSouthwest
12h 40mORD-DAL
$140
6/13Thu
1 stopDelta
5h 26mMDW-DAL
$159
6/11Tue
1 stopAlaska Airlines
16h 14mORD-DAL
$278
5/15Wed
1 stopAlaska Airlines
29h 34mORD-DAL
$289
5/9Thu
1 stopAlaska Airlines
29h 34mORD-DAL
$299

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Last minute flights from Chicago to Love Field

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Dallas that are departing in the next 10 days.
4/27Sat
multi-stopDelta
5h 53mORD-DAL
4/30Tue
multi-stopDelta
5h 17mDAL-ORD
$269
4/27Sat
multi-stopDelta
7h 12mMDW-DAL
5/1Wed
multi-stopDelta
5h 55mDAL-MDW
$314
4/29Mon
multi-stopDelta
5h 03mMDW-DAL
4/30Tue
multi-stopDelta
5h 55mDAL-MDW
$319
4/29Mon
multi-stopDelta
5h 53mORD-DAL
4/30Tue
multi-stopDelta
6h 00mDAL-ORD
$319
4/29Mon
nonstopSouthwest
2h 20mMDW-DAL
5/2Thu
nonstopSouthwest
2h 10mDAL-MDW
$350
4/29Mon
nonstopSouthwest
2h 25mORD-DAL
5/2Thu
nonstopSouthwest
2h 25mDAL-ORD
$350
4/29Mon
nonstopSouthwest
2h 20mMDW-DAL
5/2Thu
multi-stopSouthwest
4h 10mDAL-MDW
$359
4/29Mon
multi-stopAlaska Airlines
18h 11mORD-DAL
5/1Wed
multi-stopAlaska Airlines
23h 32mDAL-ORD
$952
4/27Sat
multi-stopAlaska Airlines
24h 28mORD-DAL
4/30Tue
multi-stopAlaska Airlines
15h 06mDAL-ORD
$1,107
4/28Sun
multi-stopAlaska Airlines
19h 48mORD-DAL
6/3Mon
multi-stopAlaska Airlines
9h 15mDAL-ORD
$1,109

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Flights to Dallas Love Field

Destination:

Dallas Love Field (DAL)United States

Return flight deals:

Dallas Love Field - Chicago

Cabin classes:

$354