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Cheap flights from North America to Chicago from $55

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 4/3. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:05 pm - 1:32 pm
BWI
-
ORD
2h 27mnonstop
Frontier Logo
8:45 am - 11:45 am
ORD
-
BWI
2h 00mnonstop
$78Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
10:17 pm - 12:53 am
DFW
-
ORD
2h 36mnonstop
Frontier Logo
6:10 pm - 9:11 pm
ORD
-
DFW
3h 01mnonstop
$84Frontier
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
5:01 am - 7:34 am
DFW
-
ORD
2h 33mnonstop
Frontier Logo
3:40 pm - 6:40 pm
ORD
-
DFW
3h 00mnonstop
$85Frontier
Fri, Feb 27 - Mon, Mar 2
Spirit Airlines Logo
9:05 pm - 10:42 pm
EWR
-
ORD
2h 37mnonstop
Spirit Airlines Logo
4:38 pm - 7:46 pm
ORD
-
EWR
2h 08mnonstop
$87Spirit Airlines
Sat, Jan 31 - Sat, Feb 7
Spirit Airlines Logo
11:05 pm - 12:40 am
EWR
-
ORD
2h 35mnonstop
Spirit Airlines Logo
6:51 pm - 10:00 pm
ORD
-
EWR
2h 09mnonstop
$91Spirit Airlines
Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
5:54 pm - 8:00 pm
BOS
-
ORD
3h 06mnonstop
American Airlines Logo
6:26 am - 9:54 am
ORD
-
BOS
2h 28mnonstop
$134American Airlines
Sat, Feb 28 - Sun, Mar 1
American Airlines Logo
6:52 am - 9:03 am
BOS
-
ORD
3h 11mnonstop
American Airlines Logo
6:26 am - 9:54 am
ORD
-
BOS
2h 28mnonstop
$136American Airlines
Thu, Mar 5 - Thu, Mar 12
Delta Logo
7:30 am - 9:41 am
BOS
-
ORD
3h 11mnonstop
Delta Logo
2:00 pm - 5:29 pm
ORD
-
BOS
2h 29mnonstop
$137Delta
Sat, Feb 7 - Sat, Feb 7
Delta Logo
5:15 pm - 7:26 pm
BOS
-
ORD
3h 11mnonstop
Delta Logo
7:05 am - 10:40 am
ORD
-
BOS
2h 35mnonstop
$138Delta
Sat, Feb 7 - Sun, Feb 8
United Airlines Logo
11:59 pm - 6:19 am
SFO
-
ORD
4h 20mnonstop
United Airlines Logo
9:15 pm - 12:16 am
ORD
-
SFO
5h 01mnonstop
$250United Airlines
Tue, Feb 17 - Thu, Mar 5

Spirit Airlines flights from North America to Chicago

Our best Spirit Airlines deals on North America to Chicago flight tickets
Spirit Airlines
Jan 31
EWR9:05 pmNewark
2h 37m
ORD10:42 pmChicago O'Hare Intl
Feb 7
ORD4:38 pmChicago O'Hare Intl
2h 08m
EWR7:46 pmNewark
$87
Spirit Airlines
Feb 12
EWR11:05 pmNewark
2h 35m
ORD12:40 amChicago O'Hare Intl
Feb 15
ORD6:51 pmChicago O'Hare Intl
2h 09m
EWR10:00 pmNewark
$91
Spirit Airlines
Jan 26
EWR9:05 pmNewark
2h 37m
ORD10:42 pmChicago O'Hare Intl
Jan 29
ORD4:38 pmChicago O'Hare Intl
2h 08m
EWR7:46 pmNewark
$92

Frontier flights from North America to Chicago

Our best Frontier deals on North America to Chicago flight tickets
Frontier
Feb 5
BWI12:05 pmBaltimore/Washington
2h 27m
ORD1:32 pmChicago O'Hare Intl
Feb 9
ORD8:45 amChicago O'Hare Intl
2h 00m
BWI11:45 amBaltimore/Washington
$78
Frontier
Mar 6
DFW10:17 pmDallas/Fort Worth
2h 36m
ORD12:53 amChicago O'Hare Intl
Mar 9
ORD5:15 amChicago O'Hare Intl
2h 52m
DFW8:07 amDallas/Fort Worth
$84
Frontier
Feb 27
DFW5:01 amDallas/Fort Worth
2h 33m
ORD7:34 amChicago O'Hare Intl
Mar 2
ORD3:40 pmChicago O'Hare Intl
3h 00m
DFW6:40 pmDallas/Fort Worth
$85

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 January 21, 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

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 2/5

12:05 pm-1:32 pm

Nonstop2h 27m

Chicago O'Hare Intl

Mon 2/9

8:45 am-11:45 am

Nonstop2h 00m

$78

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 3/6

10:17 pm-12:53 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 3/9

6:10 pm-9:11 pm

Nonstop3h 01m

$84

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 2/27

5:01 am-7:34 am

Nonstop2h 33m

Chicago O'Hare Intl

Mon 3/2

3:40 pm-6:40 pm

Nonstop3h 00m

$85

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 1/31

9:05 pm-10:42 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sat 2/7

4:38 pm-7:46 pm

Nonstop2h 08m

$87

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 2/12

11:05 pm-12:40 am

Nonstop2h 35m

Chicago O'Hare Intl

Sun 2/15

6:51 pm-10:00 pm

Nonstop2h 09m

$91

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 2/28

5:54 pm-8:00 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sun 3/1

6:26 am-9:54 am

Nonstop2h 28m

$134

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 3/5

6:52 am-9:03 am

Nonstop3h 11m

Chicago O'Hare Intl

Thu 3/12

6:26 am-9:54 am

Nonstop2h 28m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 2/7

7:30 am-9:41 am

Nonstop3h 11m

Chicago O'Hare Intl

Sat 2/7

2:00 pm-5:29 pm

Nonstop2h 29m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 2/7

5:15 pm-7:26 pm

Nonstop3h 11m

Chicago O'Hare Intl

Sun 2/8

7:05 am-10:40 am

Nonstop2h 35m

$138

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 2/17

11:59 pm-6:19 am

Nonstop4h 20m

Chicago O'Hare Intl

Thu 3/5

9:15 pm-12:16 am

Nonstop5h 01m

$250

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 $182. 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 $290. 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 $364.

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 $267. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $364.

What is the cheapest North America to Chicago flight route?

Fly from Miami 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 $238 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 $168 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

$37

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 $37. 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).
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 $43Free CancellationRating
5.7
3,055 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $45Free CancellationRating
6.3
8,362 reviews
Search Spirit Airlines flights
JetBluePriceFrom $67Free CancellationRating
7.2
2,890 reviews
Search JetBlue flights
DeltaPriceFrom $82Free CancellationRating
7.9
8,086 reviews
Search Delta flights
Allegiant AirPriceFrom $91Free CancellationRating
7.2
705 reviews
Search Allegiant Air flights
Hawaiian AirlinesPriceFrom $101Free CancellationRating
7.8
2,829 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
United AirlinesPriceFrom $117Free CancellationRating
7.4
9,190 reviews
Search United Airlines flights
American AirlinesPriceFrom $128Free CancellationRating
7.2
11,172 reviews
Search American Airlines flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
343 reviews
Search Sun Country Air 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
Munster
Crown Point
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