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Flights to Chicago

$23 Cheap flights to Chicago

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
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Tue 7/30
Tue 8/6

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Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Spirit Airlines
Oct 5
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
Oct 8
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Frontier
Aug 19
DFW7:20 amDallas/Fort Worth
2h 37m
ORD9:57 amChicago O'Hare Intl
Aug 20
ORD8:00 amChicago O'Hare Intl
2h 29m
DFW10:29 amDallas/Fort Worth
Multiple Airlines
Aug 15
DFW3:19 pmDallas/Fort Worth
2h 36m
ORD5:55 pmChicago O'Hare Intl
Aug 21
ORD7:20 amChicago O'Hare Intl
2h 29m
DFW9:49 amDallas/Fort Worth
Alaska Airlines
Sep 25
SEA5:45 pmSeattle/Tacoma Intl
4h 03m
ORD11:48 pmChicago O'Hare Intl
Sep 29
ORD8:40 amChicago O'Hare Intl
4h 34m
SEA11:14 amSeattle/Tacoma Intl
Spirit Airlines
Sep 7
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
Sep 14
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Spirit Airlines
Aug 27
BOS8:00 amBoston Logan Intl
2h 53m
ORD9:53 amChicago O'Hare Intl
Sep 10
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights from Boston to Chicago, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Spirit Airlines
Sep 28
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
Frontier
Aug 17
DFW6:34 pmDallas/Fort Worth
2h 49m
ORD9:23 pmChicago O'Hare Intl
Spirit Airlines
Sep 18
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl

Search last-minute flights to Chicago

Frontier
Aug 6
DFW10:25 pmDallas/Fort Worth
2h 34m
ORD12:59 amChicago O'Hare Intl
Aug 28
ORD6:32 pmChicago O'Hare Intl
2h 35m
DFW9:07 pmDallas/Fort Worth
Spirit Airlines
Aug 7
DFW6:55 amDallas/Fort Worth
2h 29m
ORD9:24 amChicago O'Hare Intl
Aug 13
ORD7:32 amChicago O'Hare Intl
11h 53m
1 stop
DFW7:25 pmDallas/Fort Worth
Multiple Airlines
Aug 7
DFW6:55 amDallas/Fort Worth
2h 29m
ORD9:24 amChicago O'Hare Intl
Aug 29
ORD11:51 amChicago O'Hare Intl
2h 33m
DFW2:24 pmDallas/Fort Worth
Spirit Airlines
Aug 5
DFW6:55 amDallas/Fort Worth
2h 29m
ORD9:24 amChicago O'Hare Intl
Aug 12
ORD7:01 amChicago O'Hare Intl
2h 32m
DFW9:33 amDallas/Fort Worth
Multiple Airlines
Aug 6
DFW10:25 pmDallas/Fort Worth
2h 34m
ORD12:59 amChicago O'Hare Intl
Aug 28
ORD8:30 amChicago O'Hare Intl
9h 02m
1 stop
DFW5:32 pmDallas/Fort Worth
Spirit Airlines
Aug 6
DFW10:43 amDallas/Fort Worth
10h 15m
1 stop
ORD8:58 pmChicago O'Hare Intl
Aug 14
ORD7:20 amChicago O'Hare Intl
2h 29m
DFW9:49 amDallas/Fort Worth

Find the cheapest direct flights to Chicago

Spirit Airlines
Oct 5
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
Oct 8
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Frontier
Aug 19
DFW7:20 amDallas/Fort Worth
2h 37m
ORD9:57 amChicago O'Hare Intl
Aug 20
ORD8:00 amChicago O'Hare Intl
2h 29m
DFW10:29 amDallas/Fort Worth
Multiple Airlines
Aug 15
DFW3:19 pmDallas/Fort Worth
2h 36m
ORD5:55 pmChicago O'Hare Intl
Aug 21
ORD7:20 amChicago O'Hare Intl
2h 29m
DFW9:49 amDallas/Fort Worth
Spirit Airlines
Sep 7
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
Sep 14
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Spirit Airlines
Aug 27
BOS8:00 amBoston Logan Intl
2h 53m
ORD9:53 amChicago O'Hare Intl
Sep 10
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Delta
Sep 5
JFK3:20 pmNew York John F Kennedy Intl
2h 56m
ORD5:16 pmChicago O'Hare Intl
Sep 9
ORD7:05 amChicago O'Hare Intl
2h 26m
JFK10:31 amNew York John F Kennedy Intl

Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from United States, with most prices found around $196. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from United States to Chicago during February average around $196.

What is the absolute cheapest flight to Chicago?

In the past two weeks, users have booked deals to Chicago for $49/person, which is 72% cheaper than the average flight to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.
See prices from:

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 Tuesday when prices can be found for as low as $199. 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 United States to Chicago for around $285.

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 United States to Chicago during this time can be as low as $227. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $275.

How long does it take to fly to Chicago?

Average flight duration from United States to Chicago depends on which airport you fly into and out of. Flying from Los Angeles to Chicago O'Hare Intl is 4h 02m on average, while flying from Miami to Chicago O'Hare Intl is 3h 21m on average. Chicago O'Hare Intl is the most popular airport in Chicago.

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

The best time to book a flight to Chicago from United States is 50 days out, which is when prices tend to be around $245. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $168.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM LOS ANGELESJanuary22% cheaperFlying from Los Angeles to Chicago costs on average just $238 in January
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LOS ANGELESMarch23% more expensiveIt costs about $376 for flights to Chicago from Los Angeles in March
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LOS ANGELESAugust211% more users visitedMore momondo users searched in flights to Chicago from Los Angeles in August than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$23

Best Round-Trip Price

$40

Fastest flight time

2h 24m

Operated By

2 airlines
The best one-way flight price to Chicago from United States in the last 72 hours is $23 (Boston Logan Intl to Chicago O'Hare Intl).
The best round-trip flight price to Chicago from United States in the last 72 hours is $40 (Boston Logan Intl to Chicago O'Hare Intl).
The fastest flight to Chicago from United States takes 2h 24m (Dallas/Fort Worth to Chicago O'Hare Intl).
There are 2 airlines operating flights to Chicago, including Frontier and Spirit Airlines.

Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

The best time to plan to fly to Chicago to go sightseeing would be when the temperature is not unbearable and the chance of rain is only moderate. Considering those guidelines, May or June seems like the best time of year to plan your visit.

Is there an alternative airport near Chicago?

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (9 mi from Chicago city center) or Chicago Greater Rockford Airport (79 mi from Chicago city center).

Is there a cheaper alternative to flying into Chicago?

The cheapest airport near Chicago is typically Chicago Greater Rockford Airport with an average price of $157/person. These prices vary based on where travelers are coming from. It is suggested that travelers looking to save money try momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Lincoln Park?

Yes. To go to Lincoln Park, book a flight to Chicago O'Hare Intl which is in Chicago and is about 13.6 mi away from Lincoln Park.

What’s the closest airport to Magnificent Mile?

Chicago O'Hare Intl in Chicago is the closest airport to Magnificent Mile (distance: 15.5 mi).

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago are updated daily.

How many operators does momondo search for flights to Chicago?

How old do you have to be to fly 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 to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Why use momondo?

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

We help find the flight that best suits your needs; momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight for you.

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

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

How can momondo help me find flights to Chicago?

Once you have performed a search for flights to Chicago, momondo helps you find the right flight by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago and alert you when they change.


An easier way to manage your Chicago trip

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1 adult
From?
To?
Tue 7/30
Tue 8/6
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Cheapest flight routes to Chicago

These routes have the cheapest flights to Chicago found by momondo users in United States
DepartingDestinationBest TimeBest Price
DetroitChicago1h 20m$39
CharlotteChicago2h 01m$46
AtlantaChicago1h 53m$46
BostonChicago2h 52m$46
New YorkChicago2h 32m$51
DallasChicago2h 21m$54
New OrleansChicago2h 25m$58
PhiladelphiaChicago2h 08m$58
HoustonChicago2h 30m$58
NashvilleChicago1h 58m$59
MiamiChicago3h 06m$60
DenverChicago2h 22m$65
PhoenixChicago3h 22m$68
OrlandoChicago3h 00m$69
BaltimoreChicago1h 54m$73
NewarkChicago2h 34m$74