$159+ Cheap flights from La Crosse (LSE) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
LSE — CHI
Jun 2 — Jun 91
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from La Crosse to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from La Crosse to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from La Crosse to ChicagoExplore the most affordable flight options available from La Crosse to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.
Explore the most affordable flight options available from La Crosse to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/309:42 am
LSE
- ORD
Nonstop1h 24m
United Airlines
Thu 1/147:30 am
ORD
- LSE
Nonstop1h 26m
United Airlines
Deal found 4/30![United Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:54 am
LSE
- ORD
Nonstop1h 25m
American Airlines
Sat 5/3010:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 5/1![American Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/195:32 pm
LSE
- ORD
Nonstop1h 41m
American Airlines
Sat 6/209:43 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 5/1![American Airlines logo]()
$245
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Mon 5/188:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:40 am
LSE
- ORD
Nonstop1h 31m
American Airlines
Sat 5/168:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 5/2![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Sun 5/108:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/30![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Tue 6/911:00 pm
ORD
- LSE
Nonstop1h 19m
American Airlines
Deal found 5/2![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:05 am
LSE
- ORD
Nonstop1h 25m
American Airlines
Fri 6/1910:00 am
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 5/2![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:40 am
LSE
- ORD
Nonstop1h 31m
American Airlines
Wed 5/208:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:52 am
LSE
- ORD
Nonstop1h 22m
American Airlines
Tue 6/910:00 am
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 5/1![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/811:52 am
LSE
- ORD
Nonstop1h 22m
American Airlines
Sun 8/910:00 am
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 5/1![American Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Mon 5/188:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$329
Best flights from La Crosse to ChicagoDiscover carefully curated flight deals from La Crosse to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 3, 2026.
Discover carefully curated flight deals from La Crosse to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 3, 2026.
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:41 pm
LSE
- ORD
Nonstop1h 41m
American Airlines
Sun 7/1910:37 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 4/29![American Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/161:53 pm
LSE
- ORD
Nonstop1h 23m
United Airlines
Tue 6/234:45 pm
ORD
- LSE
Nonstop1h 25m
United Airlines
Deal found 4/29![United Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:52 am
LSE
- ORD
Nonstop1h 22m
American Airlines
Thu 6/1811:00 pm
ORD
- LSE
Nonstop1h 19m
American Airlines
Deal found 5/3![American Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1611:52 am
LSE
- ORD
Nonstop1h 22m
American Airlines
Sat 6/203:39 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 4/30![American Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/275:32 pm
LSE
- ORD
Nonstop1h 41m
American Airlines
Sun 6/283:35 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 4/30![American Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Sun 5/3110:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 4/29![American Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:54 am
LSE
- ORD
Nonstop1h 25m
American Airlines
Sat 5/3010:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 5/3![American Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/215:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Thu 5/2810:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 5/2![American Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/195:32 pm
LSE
- ORD
Nonstop1h 41m
American Airlines
Sat 6/209:43 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 5/1![American Airlines logo]()
$245
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:40 am
LSE
- ORD
Nonstop1h 31m
American Airlines
Wed 5/208:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 5/1![American Airlines logo]()
$259
Last-minute flights from La Crosse to ChicagoDiscover last-minute flight deals from La Crosse to Chicago. Data last updated May 3, 2026 and is based on user searches.
Discover last-minute flight deals from La Crosse to Chicago. Data last updated May 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:37 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Fri 5/88:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/29![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:05 am
LSE
- ORD
Nonstop1h 25m
American Airlines
Fri 6/1910:00 am
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 5/2![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Sun 5/108:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/30![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Mon 5/188:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:40 am
LSE
- ORD
Nonstop1h 31m
American Airlines
Tue 5/198:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 5/2![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:40 am
LSE
- ORD
Nonstop1h 31m
American Airlines
Wed 5/208:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Mon 5/188:00 am
ORD
- LSE
Nonstop1h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:54 am
LSE
- ORD
Nonstop1h 25m
American Airlines
Sat 5/3010:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 5/1![American Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:36 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Sat 5/2310:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 4/28![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Mon 5/2510:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 5/1![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Fri 5/299:56 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 5/2![American Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:34 pm
LSE
- ORD
Nonstop1h 33m
American Airlines
Sun 5/2410:45 pm
ORD
- LSE
Nonstop1h 21m
American Airlines
Deal found 4/30![American Airlines logo]()
$229
One-way flights from La Crosse to ChicagoSearch for one-way flight options from La Crosse to Chicago. Find affordable one-way fares based on user searches. Data last updated May 3, 2026.
Search for one-way flight options from La Crosse to Chicago. Find affordable one-way fares based on user searches. Data last updated May 3, 2026.
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:32 pm
LSE
- ORD
Nonstop1h 41m
American Airlines
Deal found 5/2![American Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:37 pm
LSE
- MDW
3 stops40h 35m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:37 pm
LSE
- ORD
3 stops37h 18m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$165
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/251:41 pm
LSE
- ORD
Nonstop1h 23m
United Airlines
Deal found 4/29![United Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:01 am
LSE
- ORD
Nonstop1h 24m
American Airlines
Deal found 5/3![American Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/285:20 pm
LSE
- ORD
3 stops50h 30m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:30 pm
LSE
- ORD
3 stops42h 55m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:37 pm
LSE
- ORD
3 stops49h 04m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$247
Find flight deals from La Crosse to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from La Crosse (LSE) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $229 (American Airlines) |
One-way from | $159 (American Airlines) |
Good round-trip deal | $381 or less |
Good one-way deal | $340 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from La Crosse 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, Cheapflights users made 2,558,603 searches. Data last updated May 3, 2026.
Use the filters below to find and compare flights from La Crosse to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Sat 7/18
5:41 pm-7:22 pm
Nonstop1h 41m
Chicago O'Hare Intl
Sun 7/19
10:37 pm-11:59 pm
Nonstop1h 22m
$229
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Tue 6/16
1:53 pm-3:16 pm
Nonstop1h 23m
Chicago O'Hare Intl
Tue 6/23
4:45 pm-6:10 pm
Nonstop1h 25m
$229
Quickest round-trip
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Thu 6/11
11:52 am-1:14 pm
Nonstop1h 22m
Chicago O'Hare Intl
Thu 6/18
11:00 pm-12:19 am
Nonstop1h 19m
$229
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Tue 6/16
11:52 am-1:14 pm
Nonstop1h 22m
Chicago O'Hare Intl
Sat 6/20
3:39 pm-5:02 pm
Nonstop1h 23m
$229
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Sat 6/27
5:32 pm-7:13 pm
Nonstop1h 41m
Chicago O'Hare Intl
Sun 6/28
3:35 pm-4:58 pm
Nonstop1h 23m
$229
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Sat 5/30
5:34 pm-7:07 pm
Nonstop1h 33m
Chicago O'Hare Intl
Sun 5/31
10:45 pm-12:06 am
Nonstop1h 21m
$229
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Sun 5/17
9:54 am-11:19 am
Nonstop1h 25m
Chicago O'Hare Intl
Sat 5/30
10:45 pm-12:06 am
Nonstop1h 21m
$244
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Thu 5/21
5:34 pm-7:07 pm
Nonstop1h 33m
Chicago O'Hare Intl
Thu 5/28
10:45 pm-12:06 am
Nonstop1h 21m
$244
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Fri 6/19
5:32 pm-7:13 pm
Nonstop1h 41m
Chicago O'Hare Intl
Sat 6/20
9:43 am-11:07 am
Nonstop1h 24m
$245
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Sat 5/16
5:40 am-7:11 am
Nonstop1h 31m
Chicago O'Hare Intl
Wed 5/20
8:00 am-9:24 am
Nonstop1h 24m
$259
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from La Crosse to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from La Crosse to Chicago in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on La Crosse-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on La Crosse-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from La Crosse-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on La Crosse-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for La Crosse-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from La Crosse to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from La Crosse with our price prediction graph.
LSE-CHI
LSE-ORD
LSE-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from La Crosse to Chicago
LSE-CHI
LSE-ORD
LSE-MDW
What is the cheapest time of day to fly from LSE to CHI?
Find hourly flight availability from La Crosse to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 3, 2026.
It’s typically best to fly out from La Crosse to Chicago in the morning. Doing so could potentially save you 67% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from La Crosse to Chicago
Explore weekly flight availability from La Crosse to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 3, 2026.
The most flights from LSE to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).
Related info for your journey
Find useful and relevant information for your journey from La Crosse to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from La Crosse
Popular flights
Alternative routes for La Crosse to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 3, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from La Crosse to Chicago by cabin class
Find flights from La Crosse to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
La Crosse and Chicago flights
Browse other La Crosse and Chicago flight options. Last updated on May 3, 2026.
Other flights from La Crosse
Browse through other flights departing from La Crosse. Flights are based on user searches made on Cheapflights and were last updated on May 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from La Crosse to Chicago
Discover the top airline that operate flights from La Crosse to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$228 | Average$405 | FlexibilityNo cancel fee | On-time71% |