Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Chicago to North America from $26

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 5/8. 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 3/22
Fri 3/29

Search hundreds of travel sites at once for deals on flights to North America

In the last 7 days travelers have searched 50,407,861 times on KAYAK, and here is why:

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Latest North America Flight Deals

Best round-trip prices found by our users on KAYAK in the last 72 hours

MOST POPULARNew York
Nonstop from $53
Los Angeles
Nonstop from $97
Orlando
Nonstop from $38
Las Vegas
1 stop from $105
Miami
Nonstop from $38

Good to know

Low season

January

High season

March

Cheapest flight

$26
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago O'Hare Airport to Orlando Airport

FAQs - booking North America flights

  • How does KAYAK find such low prices on flights from Chicago to North America?

    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 North America.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to North America 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 North America?

    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 North America 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 North America?

    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 North America 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 cheap flights to North America

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May and June. The cheapest month to fly from Chicago is September.
  • Morning departure is around 15% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to North America

Need help choosing which airline to fly with from Chicago to North America? 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 KAYAK reviews.
8.0
DeltaOverall score based on 11936 reviews
81entertainment
75food
82boarding
79comfort
86crew
81overall
Airline reviews

Crew was not helpful. Other passengers in first class were over served blatantly over intoxicated.

Read more about Delta

Crew was not helpful. Other passengers in first class were over served blatantly over intoxicated.

We just spent $6000 on our first trip since pre COVID and we were stranded on the runway of our departing airport for 2 hours and 15 minutes while our layover was only an hour and a half. We were told by the pilot we were next for de-icing and then got bumped by 3 other planes. Pilot went on to say they only had one guy working the de-icing where they usually have at least 2. In Rochester. In the heart of winter. Someone missed a step and should be fired. I'm not done.

Food service was bare-bone. Better bot to have any at all rather than hand out premade coffees and cookies to random few passengers.

Bag drop off was slow and annoying. Only 2 agents at the entire delta desk, and no one directing traffic for what line to be in, many confused people slowed down the process. Boarding was fine. Seats in Delta comfort plus were fine. Snacks were great! Definitely a bonus. The entertainment system was awful — old, slow, not responsive, and completely unable to play games due to some kind of error. But on the other hand, thank you to Delta for the free WiFi. That made it better.

Crew was great. Friendly, calm, interesting, happy to be there. That makes a huge difference. Plane was very quiet. Also quite empty so I had three seats to sleep across

Crew were exceptional. Plane was quiet and quite empty, so I had a row to sleep across.

Everything would be much better if Kayak stopped nosing into my business with Delta.

The seats are too hard for long flights but otherwise- the process was smooth, the staff attentive, and there was to keep you occupied during the journey if needed.

The seat could use more support or cushion. I'm in my 50's and have back issues so the seats are a bit hard for longer flights.

Everything was very good other than I had selected a specific seat when I booked the flight and they changed it once I checked-in the day before my flight. I was still in first class but lost my aisle seat for a window seat. Being tall, the aisle offers more comfort so I always select an aisle seat.

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.

my seat got changed twice after checking on then boarding it had been given to a family so by the time they found a seat for me no overhead storage left. i ended up losing my Sony Headphones case because i could even access underthe seat in front of my when deplaning.

All good, useful to have the united app from check in to boarding

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

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.

The male air hostess was rude and didn’t even offer me a drink. Poor customer service!

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

It was good, the staff was friendly and it was a typical flight to Europe.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

I had first class itinerary, yet they put me boarding group 5 from FNT to ORD! I spoke with the gate agent though, and she let me board in Group 1 like I should have been assigned. Would've liked water on that flight. I'm glad that I asked about food on the flight from ORD to DALLAS. If I fly United from ORD to any city in Texas, they always offer a hot meal and regardless if it is a time in between meal times. The excuse was that it was not dinner time yet. It was almost 6pm?? And the flight was over 2 hours. There were some healthy snack options at least, but fresh snacks like apples or something would be nice. At least offer cheese plates or similar. Please bring seatback screens like United is doing. The flight attendant in first class was wonderful.

Flight departed on time. Boarding was easy and efficient. Arrived on time.

In-flight Wi-Fi didn’t work and the flight was 25 minutes late. The Embraer plane I was on was pretty old and the tray table was broken.

it was a nightmare of a trip. multiple delays, dirty bathrooms, long wait in tarmac, ran out of fuel diverting flight. on and all over 4 hour delay!

The worst customer service that I have ever experienced. They upcharge you for bags and the gate agent shoved my phone in my face. We contacted Spirit customer service and they did not help us. I will never fly spirit again

My experience was better than expected. What I did find not so great was the seats. Very little room, they did not recline and the tray table was the size of a post card. There was no food to try, just standard snacks that you had to pay for and I don’t know of any entertainment. I would fly again even though everything was an upcharge. Flight was on time with little disturbance

Was 2 hours early for my flight they canceled my flight 2 hours before flight took off then told me to get a flight 24 hours later I had to pay $297 for I missed it. I had flight insurance and bc they put I missed my flight I had to wait 2 days to book a new flight. Flight insurance through spirit isn’t worth anything because I ended up paying for my hotel and flight and insurance didn’t cover anything!!

Spirit delayed the late flight then canceled it with no rebooking options given, leaving me stranded in a city at 9pm at night. I ended up renting a car and driving at night in the pouring rain so could make it to my destination.

You get what you pay for. I did and was pleased.

Flight on time, crew gave great service, clean and updated plane.

Flight left very close to original projected time. Paid for checked bag weight overage (my fault). Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

Flight left very close to original projected time. Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

Bad, my flight was delayed several hours. I was suppose to leave at 6:25pm, did not end up leaving till almost 11:00pm.

Service was awesome 👍🙏 thank you Spirit Airlines...love the Big Seat...😎

The flight was delayed and I had to cancel because I would have missed my connection and there were no other flights for the next two days. They also lost my bag!!

They didn’t bother to restock the plane before we left, so most items on the menu were not available.

they charge too much when you arrive in the air port

The flight was canceled, then delayed twice, we were moved gates twice. Short staff at the counter and check in. We waited for our flight 9 hours. Will never use Frontier ever again, or Spirit.

It’s a cheap airline and I wish if they had better seats.

It’s a cheap airline. I wish they had better seats.

The only issues had were outside of Frontier’s control or weren’t expected. It was a two hour flight they completed fast. We landed almost an hour ahead of schedule. The issues with no entertainment or food weren’t issues since there was no expectations. The issue of the loud or crying babies was outside of frontiers control.

My first time to fly Frontier and loved it! Boarding was super easy as we only had personal items. Crew was helpful and funny and the plane was clean. Pilot was also great at landing the plane smoothly.

The flight was delayed 1 hour. The Seats are the worst most uncomfortable chairs I have ever sat in. I have folding chairs in my Garage that are more comfortable.

Good - Leg spar, cleanliness, and on time performance. Bad - No snacks and entertainment.

Book cheap flights from Chicago to North America

Recent round-trip flight deals

4/14Sun
1 stopSpirit Airlines
20h 14mORD-CUN
4/18Thu
1 stopSpirit Airlines
9h 22mCUN-ORD
$38
4/10Wed
nonstopFrontier
2h 56mORD-MCO
4/24Wed
nonstopFrontier
3h 04mMCO-ORD
$38
3/12Tue
nonstopDelta
2h 12mORD-JFK
3/19Tue
nonstopDelta
2h 51mJFK-ORD
$129
5/21Tue
nonstopJetBlue
2h 28mORD-JFK
5/27Mon
nonstopJetBlue
2h 58mJFK-ORD
$133
3/28Thu
nonstopDelta
2h 17mORD-JFK
4/27Sat
nonstopDelta
2h 50mJFK-ORD
$134
3/12Tue
nonstopUnited Airlines
2h 14mORD-EWR
3/13Wed
nonstopUnited Airlines
2h 49mEWR-ORD
$139
4/24Wed
nonstopAmerican Airlines
2h 52mORD-TPA
4/27Sat
nonstopAmerican Airlines
3h 00mTPA-ORD
$139
3/29Fri
nonstopJetBlue
2h 16mORD-JFK
4/2Tue
nonstopJetBlue
2h 51mJFK-ORD
$144
4/3Wed
nonstopUnited Airlines
2h 18mORD-EWR
4/9Tue
1 stopUnited Airlines
4h 11mEWR-ORD
$168
4/12Fri
nonstopAmerican Airlines
2h 12mORD-EWR
4/14Sun
nonstopAmerican Airlines
2h 39mEWR-ORD
$169

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/8Wed
nonstopSpirit Airlines
2h 44mORD-MCO
$26
3/13Wed
nonstopSpirit Airlines
2h 51mORD-MCO
$27
4/13Sat
nonstopFrontier
4h 06mORD-PHX
$39
5/18Sat
nonstopFrontier
4h 18mORD-LAS
$39
3/13Wed
nonstopDelta
2h 12mORD-JFK
$65
3/19Tue
nonstopUnited Airlines
2h 12mORD-EWR
$70
4/20Sat
nonstopDelta
2h 26mORD-JFK
$70
5/21Tue
nonstopAmerican Airlines
3h 44mORD-PHX
$80
3/12Tue
nonstopAmerican Airlines
2h 04mORD-EWR
$85
5/26Sun
nonstopUnited Airlines
4h 01mORD-LAS
$90

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to North America

Last minute flight, train and bus deals

2/26Mon
nonstopSpirit Airlines
2h 48mORD-MCO
2/29Thu
nonstopSpirit Airlines
3h 09mMCO-ORD
$78
2/26Mon
multi-stopSpirit Airlines
7h 32mORD-FLL
2/28Wed
multi-stopSpirit Airlines
11h 34mFLL-ORD
$82
2/26Mon
nonstopFrontier
3h 08mORD-MCO
2/27Tue
nonstopFrontier
3h 16mMCO-ORD
$85
2/26Mon
multi-stopFrontier
10h 01mORD-CUN
2/29Thu
multi-stopFrontier
14h 12mCUN-ORD
$90
2/26Mon
nonstopDelta
2h 17mORD-JFK
2/29Thu
nonstopDelta
2h 55mJFK-ORD
$223
2/26Mon
nonstopDelta
2h 17mORD-JFK
2/28Wed
nonstopDelta
3h 00mJFK-ORD
$227
2/26Mon
multi-stopAmerican Airlines
4h 48mORD-JFK
2/28Wed
nonstopAmerican Airlines
2h 50mJFK-ORD
$235
2/25Sun
multi-stopUnited Airlines
7h 50mORD-CUN
2/29Thu
multi-stopUnited Airlines
8h 18mCUN-ORD
$236
2/26Mon
multi-stopAmerican Airlines
4h 48mORD-JFK
2/28Wed
multi-stopAmerican Airlines
5h 05mJFK-ORD
$243
2/23Fri
nonstopUnited Airlines
2h 14mORD-EWR
3/23Sat
nonstopUnited Airlines
2h 49mEWR-ORD
$283

Search by stops

Search by airline

Search by price

Flights to North America

Return flight deals:

North America - Chicago

Cabin classes:

$281
$242
$242
$41