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Cheap flights from North America to Chicago from $39

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from North America to Chicago departing on 3/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from North America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:10 pm - 10:24 pm
ATL
-
ORD
2h 14mnonstop
Frontier Logo
6:00 am - 9:20 am
ORD
-
ATL
2h 20mnonstop
$68Frontier
jue., dic. 25 - jue., ene. 1
Frontier Logo
9:10 pm - 10:24 pm
ATL
-
ORD
2h 14mnonstop
Frontier Logo
5:50 am - 9:04 am
ORD
-
ATL
2h 14mnonstop
$69Frontier
jue., dic. 18 - dom., ene. 11
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
$83Spirit Airlines
mar., ene. 20 - lun., ene. 26
Spirit Airlines Logo
8:37 pm - 10:07 pm
LGA
-
ORD
2h 30mnonstop
Spirit Airlines Logo
7:20 am - 10:21 am
ORD
-
LGA
2h 01mnonstop
$84Spirit Airlines
mié., dic. 31 - sáb., ene. 3
American Airlines Logo
9:00 am - 10:51 am
JFK
-
ORD
2h 51mnonstop
American Airlines Logo
4:14 pm - 7:31 pm
ORD
-
JFK
2h 17mnonstop
$91American Airlines
mié., ene. 7 - mié., ene. 14
United Airlines Logo
7:00 am - 9:29 am
DFW
-
ORD
2h 29mnonstop
United Airlines Logo
9:15 am - 12:10 pm
ORD
-
DFW
2h 55mnonstop
$91United Airlines
mar., ene. 13 - sáb., ene. 17
United Airlines Logo
10:05 am - 11:25 am
BWI
-
ORD
2h 20mnonstop
United Airlines Logo
11:05 am - 2:06 pm
ORD
-
BWI
2h 01mnonstop
$98United Airlines
mar., feb. 10 - jue., feb. 12
American Airlines Logo
1:00 pm - 12:23 am
LAX
-
ORD
9h 23m1 stop
American Airlines Logo
9:02 am - 11:40 am
ORD
-
LAX
4h 38mnonstop
$139American Airlines
mar., feb. 3 - mié., feb. 4
Southwest Logo
6:05 am - 12:15 pm
DCA
-
ORD
7h 10m1 stop
Southwest Logo
3:45 pm - 10:55 pm
ORD
-
DCA
6h 10m1 stop
$151Southwest
mar., ene. 27 - mié., ene. 28
Southwest Logo
6:00 am - 1:00 pm
DCA
-
ORD
8h 00m1 stop
Southwest Logo
3:45 pm - 10:55 pm
ORD
-
DCA
6h 10m1 stop
$160Southwest
mar., ene. 13 - mié., ene. 14

American Airlines flights from North America to Chicago

Our best American Airlines deals on North America to Chicago flight tickets
American Airlines
Jan 7
JFK9:00 amNew York John F Kennedy Intl
2h 51m
ORD10:51 amChicago O'Hare Intl
Jan 13
ORD8:16 amChicago O'Hare Intl
2h 23m
JFK11:39 amNew York John F Kennedy Intl
$91
Find similar
American Airlines
Feb 14
BWI6:43 amBaltimore/Washington
2h 42m
ORD8:25 amChicago O'Hare Intl
Feb 17
ORD8:57 pmChicago O'Hare Intl
1h 59m
BWI11:56 pmBaltimore/Washington
$98
Find similar
American Airlines
Jan 7
JFK9:00 amNew York John F Kennedy Intl
2h 51m
ORD10:51 amChicago O'Hare Intl
Jan 11
ORD11:44 amChicago O'Hare Intl
2h 14m
JFK2:58 pmNew York John F Kennedy Intl
$125
Find similar

United Airlines flights from North America to Chicago

Our best United Airlines deals on North America to Chicago flight tickets
United Airlines
Jan 13
DFW1:18 pmDallas/Fort Worth
2h 25m
ORD3:43 pmChicago O'Hare Intl
Jan 15
ORD9:15 amChicago O'Hare Intl
2h 55m
DFW12:10 pmDallas/Fort Worth
$91
Find similar
United Airlines
Jan 31
ATL3:40 pmAtlanta Hartsfield-Jackson
2h 15m
ORD4:55 pmChicago O'Hare Intl
Feb 7
ORD6:10 pmChicago O'Hare Intl
2h 05m
ATL9:15 pmAtlanta Hartsfield-Jackson
$101
Find similar
United Airlines
Jan 9
DFW7:00 amDallas/Fort Worth
2h 29m
ORD9:29 amChicago O'Hare Intl
Jan 9
ORD3:35 pmChicago O'Hare Intl
2h 46m
DFW6:21 pmDallas/Fort Worth
$107
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from North America to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated diciembre 4, 2025.
Use the filters below to find and compare flights from North America to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AtlantaChicago

ATL - ORD

ATLORD

Atlanta Hartsfield-Jackson

jue. 12/25

9:10 pm-10:24 pm

Nonstop2h 14m

Chicago O'Hare Intl

jue. 1/1

6:00 am-9:20 am

Nonstop2h 20m

$68

AtlantaChicago

ATL - ORD

ATLORD

Atlanta Hartsfield-Jackson

jue. 12/18

9:10 pm-10:24 pm

Nonstop2h 14m

Chicago O'Hare Intl

dom. 1/11

5:50 am-9:04 am

Nonstop2h 14m

$69

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mar. 1/20

7:30 am-9:12 am

Nonstop2h 42m

Chicago O'Hare Intl

lun. 1/26

5:53 pm-8:59 pm

Nonstop2h 06m

$83

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

mié. 12/31

8:37 pm-10:07 pm

Nonstop2h 30m

Chicago O'Hare Intl

sáb. 1/3

7:20 am-10:21 am

Nonstop2h 01m

$84

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

mié. 1/7

9:00 am-10:51 am

Nonstop2h 51m

Chicago O'Hare Intl

mié. 1/14

4:14 pm-7:31 pm

Nonstop2h 17m

$91

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

mar. 1/13

7:00 am-9:29 am

Nonstop2h 29m

Chicago O'Hare Intl

sáb. 1/17

9:15 am-12:10 pm

Nonstop2h 55m

$91

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

mar. 2/10

10:05 am-11:25 am

Nonstop2h 20m

Chicago O'Hare Intl

jue. 2/12

11:05 am-2:06 pm

Nonstop2h 01m

$98

Los AngelesChicago

LAX - ORD

LAXORD

Los Angeles

mar. 2/3

1:00 pm-12:23 am

1 stop9h 23m

Chicago O'Hare Intl

mié. 2/4

9:02 am-11:40 am

Nonstop4h 38m

$139

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

mar. 1/27

6:05 am-12:15 pm

1 stop7h 10m

Chicago O'Hare Intl

mié. 1/28

3:45 pm-10:55 pm

1 stop6h 10m

$151

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

mar. 1/13

6:00 am-1:00 pm

1 stop8h 00m

Chicago O'Hare Intl

mié. 1/14

3:45 pm-10:55 pm

1 stop6h 10m

$160

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from North America to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from North America, with most prices found around $183. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from North America to Chicago during February average around $189.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $293. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from North America to Chicago for around $375.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from North America to Chicago during this time can be as low as $272. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

What is the cheapest North America to Chicago flight route?

Fly from Newark to Chicago Midway for the best North America - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from North America when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $247 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from North America for as low as $185 on momondo.

What cabin class options are available on North America to Chicago flights?

There are 4 cabin classes available to choose from on North America to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on North America to Chicago flights?

No. A direct flight is the cheapest option for a flight between North America to Chicago.

Cheap North America to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from North America to Chicago

Best Price Found

$44

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from North America in the past 72 hours is $44. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $73.
The fastest flight from North America to Chicago takes 0h 50m
Direct flights go from North America to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • When did momondo last update prices for flights from North America to Chicago?

    Prices for flights from North America to Chicago were last updated today.

  • How many operators does momondo search for flights from North America to Chicago?

  • How old do you have to be to fly from North America to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from North America to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from North America to Chicago?

Best airlines flying from North America to Chicago

Compare and see reviews for airlines that fly from North America to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $55Free CancellationRating
5.8
3,092 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $58Free CancellationRating
6.3
8,161 reviews
Search Spirit Airlines flights
JetBluePriceFrom $76Free CancellationRating
7.2
2,900 reviews
Search JetBlue flights
DeltaPriceFrom $101Free CancellationRating
7.9
8,011 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,815 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,253 reviews
Search Southwest flights
United AirlinesPriceFrom $118Free CancellationRating
7.4
9,063 reviews
Search United Airlines flights
American AirlinesPriceFrom $129Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
332 reviews
Search Sun Country Air flights
Air CanadaPriceFrom $149Free CancellationRating
7.1
10,500 reviews
Search Air Canada flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from North America to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from North America.

Can I find flights from North America to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for North America to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from North America to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from North America. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from North America to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from North America are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport