$46 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 3/31. 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
1 adult, Economy, 0 bags

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% 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.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to North America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New Yorknonstop$96
Orlando
Orlando1 stop$124
Los Angeles
Los Angeles1 stop$153
Las Vegas
Las Vegasnonstop$149
San Francisco
San Francisco1 stop$237
Miami
Miaminonstop$99
Boston
Bostonnonstop$135
Washington, D.C.
Baltimorenonstop$141
Fort Lauderdale
Fort Lauderdalenonstop$90
Denver
Denvernonstop$156
Seattle
Seattle1 stop$198
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$109
Phoenix
Phoenix1 stop$174
Tampa
Tampanonstop$126
Houston
Houstonnonstop$117
Cancún
Cancún1 stop$243
Honolulu
Honolulu1 stop$424
San Diego
San Diego1 stop$181
New York
New Yorknonstop$96
Orlando
Orlando1 stop$124
Los Angeles
Los Angeles1 stop$153
Las Vegas
Las Vegasnonstop$149
San Francisco
San Francisco1 stop$237
Miami
Miaminonstop$99
Boston
Bostonnonstop$135
Washington, D.C.
Baltimorenonstop$141
Fort Lauderdale
Fort Lauderdalenonstop$90
Denver
Denvernonstop$156
Seattle
Seattle1 stop$198
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$109
Phoenix
Phoenix1 stop$174
Tampa
Tampanonstop$126
Houston
Houstonnonstop$117
Cancún
Cancún1 stop$243
Honolulu
Honolulu1 stop$424
San Diego
San Diego1 stop$181

Book Cheap Chicago to North America Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to North America 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to North America

Wed, Apr 8 - Tue, Apr 14
Spirit Airlines Logo
7:31 pm - 10:36 pm
ORD
-
LGA
2h 05mnonstop
Spirit Airlines Logo
6:30 am - 8:01 am
LGA
-
ORD
2h 31mnonstop
$96Spirit Airlines
Wed, Apr 15 - Tue, Apr 21
Spirit Airlines Logo
2:09 pm - 5:20 pm
ORD
-
LGA
2h 11mnonstop
Spirit Airlines Logo
6:15 pm - 7:57 pm
LGA
-
ORD
2h 42mnonstop
$97Spirit Airlines
Tue, Apr 7 - Thu, Apr 9
Multiple Airlines Logo
4:51 pm - 8:57 pm
ORD
-
MIA
3h 06mnonstop
Multiple Airlines Logo
12:04 pm - 2:42 pm
MIA
-
ORD
3h 38mnonstop
$99Multiple Airlines
Fri, Apr 10 - Fri, Apr 17
Multiple Airlines Logo
7:55 am - 12:14 pm
ORD
-
MIA
3h 19mnonstop
Multiple Airlines Logo
10:41 am - 1:05 pm
MIA
-
ORD
3h 24mnonstop
$100Multiple Airlines
Thu, Apr 23 - Thu, Apr 30
Frontier Logo
3:52 pm - 8:11 pm
ORD
-
MIA
3h 19mnonstop
Frontier Logo
9:21 pm - 11:59 pm
MIA
-
ORD
3h 38mnonstop
$104Frontier
Sat, Apr 25 - Mon, Apr 27
Frontier Logo
4:28 pm - 11:05 pm
ORD
-
DFW
6h 37m
1 stop
Frontier Logo
10:17 pm - 12:52 am
DFW
-
ORD
2h 35mnonstop
$111Frontier
Tue, Apr 21 - Tue, Apr 28
Delta Logo
6:04 am - 9:29 am
ORD
-
JFK
2h 25mnonstop
Delta Logo
10:24 am - 12:26 pm
JFK
-
ORD
3h 02mnonstop
$159Delta
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
6:15 am - 11:20 am
ORD
-
PHX
7h 05m
1 stop
Southwest Logo
6:30 pm - 11:55 pm
PHX
-
ORD
3h 25mnonstop
$175Southwest
Wed, May 6 - Mon, May 11
Southwest Logo
7:15 pm - 9:10 pm
ORD
-
PHX
3h 55mnonstop
Southwest Logo
6:30 pm - 11:55 pm
PHX
-
ORD
3h 25mnonstop
$182Southwest
Thu, Apr 16 - Tue, Apr 21
Alaska Airlines Logo
6:00 am - 8:37 am
ORD
-
SEA
4h 37mnonstop
Alaska Airlines Logo
12:29 am - 6:40 am
SEA
-
ORD
4h 11mnonstop
$214Alaska Airlines
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to North America from Chicago found in the last 72 hours was to New York, at $55 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Los Angeles (LAX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $146.

What is the cheapest time of day to fly to North America?

The average price for all round-trip flights from Chicago to North America depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to North America is generally at night, when round-trip flights cost $225 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to North America is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $367.

Can I save money by flying with a layover from Chicago to North America?

The average round-trip 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 $373, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to North America?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to North America, 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 North America is January, when tickets cost $160 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $256 and $238 respectively.

What’s the cheapest day of the week to fly from Chicago to North America?

The average price of all round-trip flights from Chicago to North America clicked on KAYAK for each day over the last 12 months.

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 calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to North America, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to North America, you should book around 3 weeks before departure, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$46
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago O'Hare Airport to Miami

Flights from Chicago to North America: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Chicago to North America 
SteveFlew with Spirit Airlines
ORD
-
MCO
Mar 2026
Bring a seat cushion if you're flying Spirit.
Verified travelerFlew with ANA
ORD
-
EWR
Dec 2025
Give adequate time of more than 2 hours for your connection in Chicago O’Hare .. The terminals are not that far apart but still if it’s checked out and check in again process that involves TSA security screening again , 2 hours may not be enough ..
MarcoFlew with United Airlines
ORD
-
ORF
Dec 2025
United delayed my luggage twice on flight to Europe (first flight was for an important event) I carry 2 days of clothes in my backpack no matter who I'm flying with United especially so. No less than 2 hour layover to decrease possibility of loss/delay of luggage. Second EU trip my luggage was left in Germany even though my layover was just over 1 hour. Select layovers of 2+ hours although Unite will sell flights with 40 minutes layover (nonsense). 1 hour layover was not enough to transfer luggage in FRA. The last scan was 30 minutes after the flight left (SMH).
NikhilFlew with Air Canada
ORD
-
YYZ
Jul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
RogerFlew with Japan Airlines
ORD
-
PIT
Jun 2025
Make sure when you go from one airline to another that your bag is marked properly so they can get it on the right damn airplane. I did that and it still didn’t make it.
Verified travelerFlew with United Airlines
ORD
-
LAS
Mar 2025
If you can select your seats in advance please do
AndreaFlew with United Airlines
ORD
-
ATL
May 2025
Ask for stewards to assist and provide amenities or you won’t get them.
Verified travelerFlew with American Airlines
ORD
-
TPA
Dec 2024
I recommend having movies and songs downloaded on your device.
Dr. JosephFlew with American Airlines
ORD
-
DFW
Jan 2025
Be very vigilant about the weather both in Chicago and in Dallas. Adverse weather in either area can affect the trip.
JanieFlew with SWISS
ORD
-
PHX
Feb 2025
I think you should prebook food or bring your own food.
valerieFlew with Air Canada
ORD
-
YUL
Jan 2025
“Meal” usually means more than a light snack. I thought what they served was an appetizer not the total meal. So I’d eat before or bring food.
Verified travelerFlew with Spirit Airlines
ORD
-
LAS
Sep 2024
Make sure you get your seats booked at time of booking or at the least when you check in and make sure you check in at the earliest to have preferred seating.
MikeFlew with American Airlines
ORD
-
LAX
Sep 2024
Arrive early, grab a bottle of soda before getting on the plane and open it in the terminal. If you wait until flying the pressure will decarbonize the drink.
Verified travelerFlew with Alaska Airlines
ORD
-
PDX
Sep 2024
Not many amenities at the terminal. I would suggest grabbing anything that catches your eye before you get all the way down. There weren't a lot of Alaska flights out of Chicago, and we were at the extreme end of the terminal.
Verified travelerFlew with Air Canada
ORD
-
YOW
Nov 2024
Ottawa, as a small airport is easiest to navigate! Overhead baggage compartments seem to be smaller, and on every flight they seem to need travellers to volunteer to put carryons in checked luggage instead.
Verified travelerFlew with British Airways
ORD
-
CID
Sep 2024
Easy hop but we sure went to the most remote o’hare gate I think, prepare to walk a mile!
Verified travelerFlew with Porter Airlines
MDW
-
YTZ
Sep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
mauriceFlew with Iberia
ORD
-
JFK
Sep 2024
You should arrive early, take a lighht snack and be prepared for delays.
HeatherFlew with Lufthansa
ORD
-
MKE
Aug 2024
Make sure there's enough time between connections to go through customs and recheck your luggage. They will not let you proceed so you can't even try to run and catch the flight if you want to.
DianaFlew with American Airlines
ORD
-
IND
Jul 2024
Be sure to have name spelled correctly. Two hours early works well.
AlexanderFlew with Spirit Airlines
ORD
-
LGA
May 2024
Know your connection options — specially when LaGuardia Airport (LGA) only has buses going to/from the airport to the rest of the city. Luckily, the one to the subway station (Q70) is free-of-charge to ride on!
Verified travelerFlew with United Airlines
ORD
-
PHX
Apr 2024
Use the find my gate feature on the flights phone app if available as the airport is a bit confusing
AyannaFlew with Spirit Airlines
ORD
-
TPA
May 2024
Fly out of Midway airport instead of O'Hare because its smaller and easier to manage.
PaulFlew with Alaska Airlines
ORD
-
SEA
Apr 2024
The flight is long, at over four hours. I would try to get a window or aisle seat to be more comfortable. I would check with other airlines that allow you to choose your seat even if you are in the economy section. I would bring your own food on the plane as the service was sometimes sketchy.
EllenFlew with United Airlines
ORD
-
DSM
May 2024
The flight is short enough that full beverage and snack service is limited or not offered at all. On this flight, we were offered orange juice or water. It makes sense that they can't do the full service, and doesn't bother me, but it's something to be aware of.
Verified travelerFlew with Alaska Airlines
ORD
-
SEA
Apr 2024
If you miss your flight ask any alaska agent to how and where to rebook the flight.
UzomaFlew with American Airlines
ORD
-
DCA
Jan 2024
ORD and DCA are nice airports with plenty of space. ORD is always busy so allow ample time to drive there, drop your bag, and go through security if you don't have TSA pre check.
LaurenFlew with Spirit Airlines
ORD
-
MCO
Feb 2024
If you can get by with a personal item, spirit has the best prices often at the best times to fly chicago to orlando for a weekend
Dr. JosephFlew with American Airlines
ORD
-
CLT
Jan 2024
Be prepared to walk long distances in Charlotte. Make sure your layover time is sufficient to transition between arrival and departure gates.
Verified travelerFlew with United Airlines
ORD
-
YOW
Jan 2024
I always expect issues with United but there doesn't seem to be another airline to use. Advice: Give yourself and extra day to get anywhere - don't be in a hurry to get home either.

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 from Chicago to North America 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 from Chicago to North America with an airline and back 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 from Chicago to North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the 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
SouthwestOverall score based on 4333 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

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.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

We had to take a bus to the plane with a old woman and carry on bags, and at landing at the airport we have to wait one hour seating on the plane waiting for a gate. We came back from Australia Bussines class Quantas 16 hours traveling, then wait in Dallas 7 hours for connection...honestly waiting 1 hour more at the plane was the worst part.

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

Delayed over two hours. Only knew about a 30 minute delay in advance

Poor service but I guess that’s what you get for picking cheap flight. Overacted with all extra up-charge fees, so annoying.

They canceled both the flight to Myrtle beach and the return flight. They are an awful airline and they ruined my trip. I will never book with Spirit again.

They cancelled our flight. 2 hours before we were supposed to take off and offered us nothing! We got our money back and that was it. No other flight to get to our cruise no working with another airline or with us to get there. Terrible customer service, no apology.

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

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 !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

Everything you need to know for your flight to North America

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.