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$25 Find cheap flights from Chicago to North America

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 North America departing on 8/27. 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
Sat 8/24
Sat 8/31

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Best North America Flight Deals

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

New York
New Yorknonstop$51
Los Angeles
Los Angelesnonstop$77
Orlando
Orlandononstop$90
Las Vegas
Las Vegas1 stop$55
Miami
Miaminonstop$60
San Francisco
San Franciscononstop$90
Boston
Bostonnonstop$47
Washington, D.C.
Baltimorenonstop$58
Denver
Denvernonstop$56
Seattle
Seattle1 stop$104
Fort Lauderdale
Fort Lauderdalenonstop$75
Atlanta
Atlantanonstop$47
Dallas
Dallasnonstop$49
Phoenix
Phoenixnonstop$67
Cancún
Cancúnnonstop$179
Tampa
Tampanonstop$74
Houston
Houstonnonstop$55
Honolulu
Honolulu1 stop$359
Toronto
Toronto1 stop$191

Good to know

Low season

January

High season

March

Cheapest flight

$25
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from Chicago O'Hare Airport to New York LaGuardia 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

  • Morning departure is around 13% 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 verified KAYAK customer reviews.
8.0
DeltaOverall score based on 9630 reviews
8.2Boarding
7.4Food
8.6Crew
8.0Entertainment
7.9Comfort
Airline reviews

The boarding was great. With all the delays I was grateful to get on the plane and headed for home. There was no in flight entertainment. Seats were very uncomfortable! Unfortunately we were seated next to an exit row so there was no recline in our seat. Other than that it was a smooth ride.

6.0 GoodKathy, Jul 2024ANC - SLC
Read more about Delta reviews

The boarding was great. With all the delays I was grateful to get on the plane and headed for home. There was no in flight entertainment. Seats were very uncomfortable! Unfortunately we were seated next to an exit row so there was no recline in our seat. Other than that it was a smooth ride.

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

Flight for canceled. Horrible experience.. had to rent a car to drive myself up here.

Flights were terribly delayed. I was at At,anta Airport for over 4 hours waiting for my connection.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

The flight was canceled two hours before departure, it took over five hours to rebook us on another flight.

First, the flight was schedule to leave at 12:08. Delayed to 12:38. It is 12:58 and I am sitting at the gate. The staff are not communicating with us (just tell me it’s gonna be five hours if that’s the case, quit hufflepuffing around like you’re trying to board us when the plane isn’t even here and you don’t know where your crew are. I’m still waiting for any communication about the further delay. This is a rebooked flight from a cancelled flight yesterday, when the airline failed to fulfill its fiduciary responsibility to hotel and cover transport for overnight cancelations. Asking about the food on the flight? What food?!? Delta doesn’t serve meals unless you pay for them and you really want me to give delta a high rating for passing out processed snacks (fun size!)? Can we be for real. Delta is cementing itself in history as one of the cheap, stingy, outdated, glory days are over airlines, and it shows. I took this flight knowing delta was going to provide below level service but this is beyond burgers!! I can’t believe a multi billion or dollar company looked straight in my eyes yesterday and I told me this wasn’t their fault and there for the extra cost in hotel and hundreds of dollars in Ubers are MY RESPONSIBILITY. The only thing I am at fault for is believing delta is reputable company worthy of my dollars. I’m not even sure I want to be compensated unless it is cash because I would rather die never traveling again than to put money in their pockets.

The flight was great. The crew were a little terse about the size of my bag. It fit fine.

I know it was not in Deltas fault. But numerous delays and cancelations. I requested a hotel voucher and was told they weren't available. The lady on my hotel shuttle did receive one from American. Why the difference?

Flight was delayed. Had to get rebooked. Diamond medallion but stuck in a crappy seat. Rebooked flight then got delayed again. Then when we finally boarded, we waited another hour for a new crew. Then landed in JFK and sat for another 40 minutes waiting for a crew to come to the gate to be able to deplane. Hot mess all around, which unfortunately is becoming the norm for Delta

Horrible! I paid for a straight flight from Chicago to London. A week before trip it changed and now I had a connecting flight. Our flight was delayed an hour and a half because our flight crew was still flying in from CA. Forty passengers ran from one plane to the next. The next United Airlines flight was delayed two to three hours because of mechanical difficulties. They had to ready another plane which took time. I missed my scheduled excursion in London. 😢

My flight was delayed for a whole day, so I lost a day of my vacation.

United cancelled the flight after a 2 hour delay. The only choice was a 24 hour delay which was then 3 hours delayed.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Perfect flight. Efficient boarding, on time take off and early arrival. Generally smooth flight.

American is a steady for me. I always get what I expect from them. Sincere effort to get me from one place to another.

BAD. As a family could not sit together. The gate agent told us there was only one seat in the middle left, when we got on the plane the situation was very different with whole rows of seats empty

Plane was delayed an hour causing me to miss my flight to London and now I am not arriving until Sunday instead of Friday. I am stranded at airport and they give me $12 of food vouchers. It's a joke and everyone I talked to was rude

The Airline was not prepared for weather delays. We were held up due to an incoming flight being delayed and so we did not have a flight crew. This caused an extra delay for departure by 2 hours.

When you pay for Premium Economy and you’re promised amenities for the extra money, you expect them to work. They didn’t. USB connector wouldn’t charge continuously. 120v outlet wouldn’t hold anything you plugged into it. The adapter would just fall out. The noise canceling headphones stopped noise cancelling in the first 15 minutes for EVERYONE. No one on the plane knew how to fix it so I couldn’t listen to any movies. I just put in my AirPods and went to sleep. Very unhappy with the crappy Panasonic entertainment system. I won’t buy premium again.

The plane was freezing cold. Normally I’m fine on planes but I needed to toss a sweatshirt on this time.

I missed this flight due to delays on my previous flight.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Original flight delayed several times and finally canceled at 2:30 in the morning. Staff at the gate was not very helpful in resolving problems or communicating why there were delays. I spent 34 hours at the airport before I could leave, they couldn't book me on another early flight even after canceling my original flight. Next flight available after my original flight was canceled was 22 hours later. I will never fly American Airlines again.

On a day with 1000s of worldwide flight cancellations, I was worried about my flight. Not only did my Spirit flight leave as scheduled, but it arrived at destination earlier than expected! This made my day!

The length of delays were extremely frustrating. Stuck in airport for hours. We were to get meal vouchers but it was 3 hours until someone responded to me from their WhatsApp and they said wait for an email. Still no vouchers and it’s been 24 hours. Terrible customer service. The ppl at the gates and bag checkin were miserable and not helpful

Spirit airlines is very bad airline staff doesnt know how to treat passangers they didnt allow us in the flight we reached 45 minutes ago from flight departure but they denied nd said you are late Very disappointed i never reccomend spirit airlines

spirt air lines took advantage of two eighty year olds. we paid extra for cancelation due to health reasons they did not honer they have no spirit. I hope they treat there grand parents beter.

Our flight was delayed four hours and staff did nothing to accommodate the issue.

The flight has been cancelled we have been waiting at the gate for almost 2 hours and they didn't gave me an update for rebooking

I like spirit it make easy for you to travel no matter how your budget it you find cheaper tickets on it, what I don’t understand everything it so expensive a bottle of water cost you price of a case $4 dollars that’s not fair.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Awful. My flight was three hours late leaving DFW and we just arrived at LAX three hours late and stuck on the runway. I heard the Spirit workers at the desk in DFW say that we were waiting on a crew. I am extremely disappointed in Spirit.

Delays and sending me to different terminal for departures. It looked very confusing and disorganized

Better than expected.on time. Friendly staff in NY however MYR not so nice.

The flight crew and flight attendants are poorly trained and demonstrate poor professionalism. They have a sloppy appearance and communicate with patrons poorly. It is embarrassing for them to be representatives of an airline and for them to be called professionals.

After 5 hours of delay, they cancelled the flight. Very disappointed

My flight to LA was cancelled. I waited at the airport for 3 hrs saying it was delayed and then all of a sudden it was cancelled. Frontier only gave me a voucher and refund but could not rebook me. Flights on other airlines were too expensive last minute. I had to drive down to LA and didn’t even take my return flight home since I had to drive. One of the worst airline experiences in my life. It’s crazy how airlines can just upend people’s plans just like that.

Flying Frontiier was extremely poor!! I paid for a7:15am flight on flight 1601 from PHL To Las Vegas and the delay was brutally, excruciatingly and disgustingly long (8 hrs). I arrived by Uber to PHL at 5:30 am and had to spend the entire 8 hr delay inside the airport. Even more atrocious was that the flight was delayed twice. On the phone with customer service for two hours and was not fully compensated. I feel taken advantage of with this airline. They offered a menial couched for another flight within 90 days to me and my husband who has never flown but this experience has made us almost 100% sure to not fly this airline and will suggest that others don’t either. We don’t want to book ever again, don’t want a menial voucher and I believe by standard and because the flight was delayed for 8 hours, I should be fully reimbursed for the entire round trip. There is no excuse why this should have ever occurred. After sharing my experience with others in Vegas and Philadelphia, I was told that Frontier airlines is notorious for long delayed flights, poor customer service and refusal to compensate people correctly. I’m very nervous to see what departing from Vegas to Philadelphia will bring.

I fly Frontier often and generally don't have any issues. For some reason, the Denver to Houston's George Bush Intercontinental (IAH) flight always needs to wait on the tarmac in Houston because a gate is not available after landing. I've been stuck for as little as 15 minutes and as much as a little over an hour. I know only fly the Frontier Denver to IAH route when there is not an available flight to Houston Hobby (HOU).

Flight was 3 hours late leaving. Poor communication from the staff about delays. Impossible to get in touch with customer service (by design). And it actually didn't come out to be much cheaper than a non-budget airline! Not worth the headache, I'm never flying Frontier again

I’ve never flown frontier without a flight getting canceled. I understand that things go wrong with planes, but all other airlines handle cancellations so well. Frontier becomes a dumpster fire if a problem appears for them.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

Flying Frontier was a nightmare. From the booking through Kayak, checking in, departing and arriving, I will never recommend Kayak or Frontier.

Book cheap flights from Chicago to North America

Recent round-trip flight deals

8/27Tue
nonstopSpirit Airlines
2h 07mORD-LGA
8/28Wed
nonstopSpirit Airlines
2h 32mLGA-ORD
$45
8/21Wed
nonstopSpirit Airlines
2h 29mORD-DFW
8/28Wed
nonstopSpirit Airlines
2h 29mDFW-ORD
$49
10/22Tue
nonstopFrontier
2h 37mORD-DFW
10/29Tue
nonstopFrontier
2h 41mDFW-ORD
$50
8/15Thu
nonstopFrontier
2h 32mORD-DFW
8/19Mon
nonstopFrontier
2h 37mDFW-ORD
$57
9/5Thu
nonstopDelta
2h 41mORD-JFK
9/8Sun
1 stopDelta
6h 12mJFK-ORD
$99
8/24Sat
nonstopDelta
2h 41mORD-JFK
8/26Mon
nonstopDelta
3h 02mJFK-ORD
$104
8/21Wed
nonstopAmerican Airlines
2h 21mORD-JFK
8/23Fri
nonstopAmerican Airlines
2h 39mJFK-ORD
$149
8/6Tue
nonstopAmerican Airlines
2h 21mORD-JFK
8/13Tue
nonstopAmerican Airlines
2h 39mJFK-ORD
$181
8/23Fri
nonstopUnited Airlines
4h 37mORD-SEA
9/4Wed
nonstopUnited Airlines
4h 01mSEA-ORD
$188
8/21Wed
nonstopUnited Airlines
2h 18mORD-LGA
8/28Wed
nonstopUnited Airlines
2h 35mLGA-ORD
$197

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Recent one-way flight deals

8/27Tue
nonstopSpirit Airlines
2h 07mORD-LGA
$25
8/27Tue
nonstopSpirit Airlines
2h 07mORD-LGA
$27
9/18Wed
nonstopFrontier
2h 51mORD-MCO
$28
9/24Tue
nonstopFrontier
2h 22mORD-DFW
$29
10/22Tue
nonstopDelta
2h 25mORD-JFK
$69
8/26Mon
nonstopAmerican Airlines
3h 50mORD-CUN
$73
9/24Tue
1 stopDelta
6h 48mORD-EWR
$79
8/26Mon
nonstopAmerican Airlines
2h 18mORD-EWR
$85
8/28Wed
nonstopUnited Airlines
4h 33mORD-SEA
$97
9/8Sun
nonstopUnited Airlines
2h 14mORD-EWR
$99

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Last minute flights from Chicago to North America

Last minute flight, train and bus deals

7/30Tue
nonstopSpirit Airlines
3h 18mORD-MIA
8/13Tue
nonstopSpirit Airlines
3h 29mMIA-ORD
$98
7/30Tue
nonstopSpirit Airlines
2h 18mORD-LGA
8/13Tue
nonstopSpirit Airlines
2h 38mLGA-ORD
$102
7/30Tue
nonstopFrontier
2h 35mORD-DFW
8/6Tue
nonstopFrontier
2h 34mDFW-ORD
$145
7/30Tue
nonstopFrontier
2h 55mORD-MCO
8/6Tue
nonstopFrontier
3h 02mMCO-ORD
$151
7/30Tue
nonstopDelta
2h 12mORD-LGA
8/3Sat
nonstopDelta
2h 59mLGA-ORD
$194
7/30Tue
nonstopAmerican Airlines
2h 22mORD-JFK
8/1Thu
multi-stopAmerican Airlines
4h 37mJFK-ORD
$221
7/30Tue
nonstopDelta
2h 14mORD-LGA
7/31Wed
nonstopDelta
2h 29mLGA-ORD
$231
7/30Tue
nonstopUnited Airlines
2h 32mORD-EWR
8/6Tue
multi-stopUnited Airlines
4h 10mEWR-ORD
$261
7/30Tue
nonstopAmerican Airlines
2h 10mORD-EWR
8/2Fri
nonstopAmerican Airlines
2h 37mEWR-ORD
$264
7/29Mon
multi-stopUnited Airlines
7h 44mORD-CUN
8/1Thu
nonstopUnited Airlines
3h 57mCUN-ORD
$296

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Flights to North America

Return flight deals:

North America - Chicago

Cabin classes:

$172
$177
$237
$39