
Cheap Flights from Chicago to North America
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook Cheap Chicago to North America Plane Tickets
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KAYAK's insights & trends for Chicago to North America flights
Get data-powered insights and trends into flights from Chicago to North America to help you find the cheapest flights, the best time to fly and much more.
What is the cheapest Chicago to North America flight route?
The cheapest ticket to North America from Chicago found in the last 5 days was to Dallas, at $95 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Dallas/Fort Worth Airport (DFW), and the cheapest round-trip airline ticket found on this route in the last 5 days was $214.
What is the cheapest time of day to fly to North America?
The cheapest time of day to fly to North America is generally at night, when round-trip flights cost $301 on average. Morning departures are around 24% cheaper than evening flights, on average. The most expensive time of day to fly to North America is generally in the evening, which is peak travel time and where the average cost of a ticket is $396.
Can I save money by flying with a layover from Chicago to North America?
No, with an average price for the route of $451, prices are generally cheapest when you fly direct.
What is the cheapest month to fly from Chicago to North America?
The cheapest month for flights from Chicago to North America is January, when tickets cost $291 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $387 and $386 respectively.
What’s the cheapest day of the week to fly from Chicago to North America?
Your flight ticket price will generally be cheaper if you fly to North America on a Friday and more expensive on a Sunday. On your return trip to Chicago, you should consider flying back on a Saturday, and avoid Sundays for better deals.
How far in advance should I book a flight from Chicago to North America?
To get a below average price on the flight from Chicago to North America, you should book around 2 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.
Which airlines fly non-stop between Chicago and North America?
There are 14 airlines that fly nonstop from Chicago to North America. They are: American Airlines, Air Canada, Delta, Viva, United Airlines, Aeromexico, Allegiant Air, Alaska Airlines, Frontier, Porter Airlines, JetBlue, Qantas Airways, Southwest and Volaris. The cheapest price of all airlines flying this route was found with Frontier at $37 for a round-trip flight to New York John F Kennedy Intl Airport (JFK). On average, Allegiant Air offers the best prices for nonstop flights between Chicago and North America.
Which airlines fly most frequently between Chicago and North America?
Chicago and North America are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (4,993 flights per week), American Airlines (4,917 flights per week), and Air New Zealand (3,115 flights per week).
How long does a flight from Chicago to North America take?
The duration of a flight to North America depends on your arrival airport. The shortest routes to North America from Chicago are to Atlanta, which takes 1h 54m, Boston, which takes 2h 22m, and Dallas, which takes 2h 23m.
Which cabin class options are there for flights between Chicago and North America?
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Chicago to North America?
The earliest flight from Chicago to North America departs at 6:00 am, landing in New York at 9:24 am.
What’s the latest departure time from Chicago to North America?
If you prefer to fly at night, the latest flight from Chicago to North America jets off at 6:10 pm and lands in New York at 9:45 pm.
Good to know
Low season | January |
|---|---|
High season | March |
Cheapest flight | $61 |
Flights from Chicago to North America: the best tips from KAYAK users
FAQs - booking North America flights
Reviews of the top 5 airlines serving from Chicago to North America
Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.
Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.
Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.
A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack
I like the staff members they were super nice and helpful very sweet people :)
Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.
Overall good, just screaming kids in the area the whole flight.
OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.
The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.
I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.
The staff was very friendly, professional, and courteous. The overall flight was a great experience.
On time. Carry on and personal bag was accommodated on the plane. Entertainment was accessible without bringing own device. Whole can of juice was provided rather than a pour.
Price was crazy watch it if you Chan he your flight
On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.
Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s
No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.
Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late
Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.
Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.
This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.
Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.
First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.
My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.
The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.
After boarding, the AC was shut off on the flight. At business class, I really could not breathe. I was absolutely dripping sweat. I was told by the FA that there was nothing they could do but I could stand by the door until departure. So, that's what I did. I was clearly in the way while the FAs were trying to do their work, but I had to be able to breathe. After that, of course, I had sweated up a lot so was very uncomfortable for the six hour flight.
DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.
AA was fine....the overall experience was subpar, but not due to the airline due to broader issues
No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.
Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.
The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.
Flight was delayed and so much of inconvenience related to the gate change.
Overall a good red eye. Crew chatted very loudly the whole time making it difficult to sleep.
The fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone
Confusion over extra fees. Held up on ramp during boarding. Thin seat cushion. Minimal leg room.
The check-in is either at a kiosk that didn’t allow me to check-in because my middle name was not on the reservation or at an agent that cost $15.
The app doesn’t work. I am having a lot of trouble checking in for flight tomorrow. Very disconcerting. Then they es t to charge extra for checking in at the airport;(
To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.
I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!
Our flight got overbooked and we missed one day of our trip.
Be prepared to pay extra for everything! I'm not sure I really saved any money?
The flight was 3 hrs delayed and no remorse from airline
During the flight I suddenly felt very sick, and no one from the crew even tried to help me or check on my condition. They seemed completely indifferent and showed no concern for my well-being. I was very disappointed by the lack of care and compassion. I hope the airline improves its customer service and trains its crew to respond better when passengers need assistance.
Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!
Better than expected. Staff were friendly and nice on both flights.
Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.
Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.
Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.
I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.
I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.
It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.
Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.