Cheap flights from North America to Chicago from $54

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 6/6. 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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Frontier Logo
8:55 am - 11:40 am
DFW
-
ORD
2h 45mnonstop
Frontier Logo
9:20 am - 12:21 pm
ORD
-
DFW
3h 01mnonstop
$120Frontier
Tue, May 19 - Sun, May 31
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$120Frontier
Sat, May 16 - Sat, May 30
Spirit Airlines Logo
9:39 am - 12:09 pm
DFW
-
ORD
2h 30mnonstop
Spirit Airlines Logo
8:34 pm - 11:07 pm
ORD
-
DFW
2h 33mnonstop
$121Spirit Airlines
Sat, Aug 22 - Tue, Sep 1
Frontier Logo
12:49 pm - 3:15 pm
DFW
-
MDW
2h 26mnonstop
Frontier Logo
4:10 pm - 6:53 pm
MDW
-
DFW
2h 43mnonstop
$121Frontier
Sat, Jun 13 - Thu, Jun 18
Spirit Airlines Logo
9:39 am - 12:09 pm
DFW
-
ORD
2h 30mnonstop
Spirit Airlines Logo
8:34 pm - 11:07 pm
ORD
-
DFW
2h 33mnonstop
$126Spirit Airlines
Thu, Aug 20 - Mon, Aug 31
Southwest Logo
2:30 pm - 11:55 pm
HOU
-
ORD
9h 25m
1 stop
Southwest Logo
1:35 pm - 10:45 pm
ORD
-
HOU
9h 10m
1 stop
$189Southwest
Tue, Jun 2 - Wed, Jun 3
Southwest Logo
6:40 am - 3:00 pm
HOU
-
ORD
8h 20m
1 stop
Southwest Logo
10:30 am - 8:20 pm
ORD
-
HOU
9h 50m
2 stops
$194Southwest
Tue, Jun 2 - Wed, Jun 3
United Airlines Logo
8:25 am - 9:39 am
BWI
-
ORD
2h 14mnonstop
United Airlines Logo
6:20 pm - 9:26 pm
ORD
-
BWI
2h 06mnonstop
$212United Airlines
Wed, May 27 - Thu, Jun 4
American Airlines Logo
6:00 am - 12:35 pm
SFO
-
ORD
4h 35mnonstop
American Airlines Logo
6:45 am - 9:25 am
ORD
-
SFO
4h 40mnonstop
$282American Airlines
Tue, May 26 - Tue, Jun 2
American Airlines Logo
11:14 pm - 6:01 am
SFO
-
ORD
4h 47mnonstop
American Airlines Logo
9:04 pm - 11:47 pm
ORD
-
SFO
4h 43mnonstop
$286American Airlines
Thu, May 28 - Tue, Jun 2

JetBlue flights from North America to Chicago

Our best JetBlue deals on North America to Chicago flight tickets
JetBlue
Jun 15
JFK7:00 amNew York John F Kennedy Intl
2h 45m
ORD8:45 amChicago O'Hare Intl
Jun 19
ORD6:00 amChicago O'Hare Intl
2h 20m
JFK9:20 amNew York John F Kennedy Intl
$161
JetBlue
Jun 27
JFK7:00 amNew York John F Kennedy Intl
2h 45m
ORD8:45 amChicago O'Hare Intl
Jun 28
ORD6:00 amChicago O'Hare Intl
2h 20m
JFK9:20 amNew York John F Kennedy Intl
$168
JetBlue
Jul 7
JFK7:30 pmNew York John F Kennedy Intl
2h 57m
ORD9:27 pmChicago O'Hare Intl
Jul 10
ORD6:00 amChicago O'Hare Intl
2h 17m
JFK9:17 amNew York John F Kennedy Intl
$172

American Airlines flights from North America to Chicago

Our best American Airlines deals on North America to Chicago flight tickets
American Airlines
Jul 7
EWR5:30 amNewark
2h 45m
ORD7:15 amChicago O'Hare Intl
Jul 10
ORD8:09 pmChicago O'Hare Intl
2h 21m
EWR11:30 pmNewark
$178
American Airlines
Jun 16
EWR6:59 amNewark
2h 46m
ORD8:45 amChicago O'Hare Intl
Jun 23
ORD8:20 pmChicago O'Hare Intl
2h 18m
EWR11:38 pmNewark
$179
American Airlines
Jul 8
EWR5:21 pmNewark
3h 02m
ORD7:23 pmChicago O'Hare Intl
Jul 14
ORD6:42 amChicago O'Hare Intl
2h 18m
EWR10:00 amNewark
$181

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 May 4, 2026.
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

Cheapest round-trip

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 5/19

8:55 am-11:40 am

Nonstop2h 45m

Chicago O'Hare Intl

Sun 5/31

9:20 am-12:21 pm

Nonstop3h 01m

$120

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 5/16

11:55 am-2:12 pm

Nonstop2h 17m

Chicago Midway

Sat 5/30

3:07 pm-5:50 pm

Nonstop2h 43m

$120

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 8/22

9:39 am-12:09 pm

Nonstop2h 30m

Chicago O'Hare Intl

Tue 9/1

8:34 pm-11:07 pm

Nonstop2h 33m

$121

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 6/13

12:49 pm-3:15 pm

Nonstop2h 26m

Chicago Midway

Thu 6/18

4:10 pm-6:53 pm

Nonstop2h 43m

$121

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 8/20

9:39 am-12:09 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 8/31

8:34 pm-11:07 pm

Nonstop2h 33m

$126

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 6/2

2:30 pm-11:55 pm

1 stop9h 25m

Chicago O'Hare Intl

Wed 6/3

1:35 pm-10:45 pm

1 stop9h 10m

$189

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 6/2

6:40 am-3:00 pm

1 stop8h 20m

Chicago O'Hare Intl

Wed 6/3

10:30 am-8:20 pm

2 stops9h 50m

$194
Quickest round-trip

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 5/27

8:25 am-9:39 am

Nonstop2h 14m

Chicago O'Hare Intl

Thu 6/4

6:20 pm-9:26 pm

Nonstop2h 06m

$212

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 5/26

6:00 am-12:35 pm

Nonstop4h 35m

Chicago O'Hare Intl

Tue 6/2

6:45 am-9:25 am

Nonstop4h 40m

$282

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 5/28

11:14 pm-6:01 am

Nonstop4h 47m

Chicago O'Hare Intl

Tue 6/2

9:04 pm-11:47 pm

Nonstop4h 43m

$286

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 $258. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from North America to Chicago during September average around $259.

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 Saturday when prices can be found for as low as $291. 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 $366.

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 $273. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $361.

What is the cheapest North America to Chicago flight route?

Fly from Atlanta Hartsfield-Jackson to Chicago Midway for the best North America - Chicago flight prices

How far in advance should I book a flight from North America 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 $239 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 $162 on momondo.

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

$42

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from North America in the past 72 hours is $42. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $81.
The fastest flight from North America to Chicago takes 0h 50m
Direct flights go from North America to Chicago every day.
There are 3 airports in Chicago. From North America there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Frequently asked questions about flying from North America to Chicago

  • 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 $43Free CancellationRating
5.6
2,966 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $48Free CancellationRating
6.3
8,633 reviews
Search Spirit Airlines flights
JetBluePriceFrom $68Free CancellationRating
7.1
2,971 reviews
Search JetBlue flights
DeltaPriceFrom $74Free CancellationRating
7.9
8,460 reviews
Search Delta flights
Allegiant AirPriceFrom $100Free CancellationRating
7.3
707 reviews
Search Allegiant Air flights
Hawaiian AirlinesPriceFrom $101Free CancellationRating
7.8
2,837 reviews
Search Hawaiian Airlines flights
ContourPriceFrom $105Free CancellationRating
7.7
41 reviews
Search Contour flights
United AirlinesPriceFrom $119Free CancellationRating
7.4
9,680 reviews
Search United Airlines flights
SouthwestPriceFrom $125Free CancellationRating
7.9
4,307 reviews
Search Southwest flights
American AirlinesPriceFrom $133Free CancellationRating
7.1
11,673 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

An easier way to manage your Chicago trip

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1 adult
Wed 6/3
Wed 6/10

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