$188+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
LSE — CHI
Jul 3 — Jul 101
Round-trip
1 adult, Economy
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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
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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 June 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 June 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 10/89:56 am
LSE
- ORD
1 stop13h 59m
Multiple Airlines
Sat 10/314:44 pm
ORD
- LSE
1 stop18h 37m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/412:01 pm
LSE
- ORD
Nonstop1h 19m
American Airlines
Sat 7/44:50 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Wed 10/76:19 pm
LSE
- ORD
Nonstop1h 31m
American Airlines
Sat 10/1010:00 pm
ORD
- LSE
Nonstop1h 19m
American Airlines
Deal found 6/3![American Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/1112:01 pm
LSE
- ORD
Nonstop1h 19m
American Airlines
Sun 7/1210:37 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 7/16:00 am
LSE
- ORD
Nonstop1h 30m
American Airlines
Fri 7/1010:05 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 6/2![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/165:53 pm
LSE
- ORD
Nonstop1h 36m
American Airlines
Sun 7/194:00 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/412:01 pm
LSE
- ORD
Nonstop1h 19m
American Airlines
Tue 7/710:05 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 6/2![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 6/2. 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 6/55:25 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Tue 6/910:00 am
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$453
This United Airlines deal was found by Cheapflights users on 5/30. 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 11/116:15 am
LSE
- ORD
Nonstop1h 23m
United Airlines
Thu 11/1211:43 am
ORD
- LSE
Nonstop1h 22m
United Airlines
Deal found 5/30![United Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 7/15:10 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Sat 7/411:00 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/25:53 pm
LSE
- ORD
Nonstop1h 36m
American Airlines
Sat 7/44:50 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$476
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 June 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 June 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 10/89:56 am
LSE
- ORD
2 stops46h 19m
Multiple Airlines
Sat 10/314:44 pm
ORD
- LSE
1 stop18h 37m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Wed 10/76:19 pm
LSE
- ORD
Nonstop1h 31m
American Airlines
Sat 10/1010:00 pm
ORD
- LSE
Nonstop1h 19m
American Airlines
Deal found 6/3![American Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 5/30. 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 11/118:15 pm
LSE
- ORD
Nonstop1h 24m
United Airlines
Wed 11/1111:00 pm
ORD
- LSE
Nonstop1h 22m
United Airlines
Deal found 5/30![United Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Tue 7/2812:01 pm
LSE
- ORD
Nonstop1h 24m
American Airlines
Mon 8/310:37 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 5/30. 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 11/116:15 am
LSE
- ORD
Nonstop1h 23m
United Airlines
Thu 11/1211:43 am
ORD
- LSE
Nonstop1h 22m
United Airlines
Deal found 5/30![United Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 7/16:00 am
LSE
- ORD
Nonstop1h 30m
American Airlines
Fri 7/1010:05 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 6/2![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/165:53 pm
LSE
- ORD
Nonstop1h 36m
American Airlines
Sun 7/194:00 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 5/30. 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 7/75:57 pm
LSE
- ORD
Nonstop1h 41m
American Airlines
Fri 7/1710:37 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 5/30![American Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 6/1. 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 9/115:22 pm
LSE
- ORD
Nonstop1h 40m
American Airlines
Mon 9/149:56 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 6/1![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/295:25 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Mon 7/610:37 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/1![American Airlines logo]()
$561
Last-minute flights from La Crosse to ChicagoDiscover last-minute flight deals from La Crosse to Chicago. Data last updated June 3, 2026 and is based on user searches.
Discover last-minute flight deals from La Crosse to Chicago. Data last updated June 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/2. 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 6/55:25 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Tue 6/910:00 am
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$453
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Wed 6/106:00 am
LSE
- ORD
Nonstop1h 30m
American Airlines
Tue 6/1611:00 pm
ORD
- LSE
Nonstop1h 19m
American Airlines
Deal found 5/29![American Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 5/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:26 pm
LSE
- ORD
1 stop29h 53m
Multiple Airlines
Sat 6/134:59 pm
ORD
- LSE
1 stop23h 31m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 7/16:00 am
LSE
- ORD
Nonstop1h 30m
American Airlines
Fri 7/1010:05 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 6/2![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 7/15:10 pm
LSE
- ORD
Nonstop1h 35m
American Airlines
Sat 7/411:00 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/25:53 pm
LSE
- ORD
Nonstop1h 36m
American Airlines
Sat 7/44:50 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/311:56 am
LSE
- ORD
Nonstop1h 24m
American Airlines
Fri 7/33:59 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/412:01 pm
LSE
- ORD
Nonstop1h 19m
American Airlines
Sat 7/44:50 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/412:01 pm
LSE
- ORD
Nonstop1h 19m
American Airlines
Tue 7/710:05 am
ORD
- LSE
Nonstop1h 26m
American Airlines
Deal found 6/2![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/1112:01 pm
LSE
- ORD
Nonstop1h 19m
American Airlines
Sun 7/1210:37 pm
ORD
- LSE
Nonstop1h 22m
American Airlines
Deal found 6/2![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/165:53 pm
LSE
- ORD
Nonstop1h 36m
American Airlines
Sun 7/194:00 pm
ORD
- LSE
Nonstop1h 23m
American Airlines
Deal found 6/2![American Airlines logo]()
$431
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 June 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 June 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/31. 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 7/195:30 pm
LSE
- ORD
1 stop15h 41m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 10/89:56 am
LSE
- ORD
1 stop13h 59m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Mon 10/128:08 pm
LSE
- ORD
2 stops33h 34m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 5/29. 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.
Sun 8/2310:51 am
LSE
- ORD
3 stops49h 34m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Sun 7/265:30 pm
LSE
- ORD
3 stops42h 45m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 6/115:26 pm
LSE
- MDW
2 stops26h 04m
Allegiant Air
Deal found 6/2![Allegiant Air logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Thu 7/307:37 pm
LSE
- ORD
3 stops40h 38m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$221
This United Airlines deal was found by Cheapflights users on 6/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:15 am
LSE
- ORD
Nonstop1h 23m
United Airlines
Deal found 6/2![United Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Mon 10/128:08 pm
LSE
- MDW
2 stops39h 59m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Sun 6/145:20 pm
LSE
- MDW
3 stops52h 51m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Sun 6/215:20 pm
LSE
- MDW
3 stops52h 51m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 6/185:26 pm
LSE
- MDW
3 stops45h 49m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$553
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 June 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $321 (Kiwi.com) |
One-way from | $188 (Kiwi.com) |
Good round-trip deal | $400 or less |
Good one-way deal | $349 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 June 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
Thu 10/8
9:56 am-8:15 am
2 stops46h 19m
Chicago O'Hare Intl
Sat 10/31
4:44 pm-11:21 am
1 stop18h 37m
$340
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Wed 10/7
6:19 pm-7:50 pm
Nonstop1h 31m
Chicago O'Hare Intl
Sat 10/10
10:00 pm-11:19 pm
Nonstop1h 19m
$381
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Tue 7/28
12:01 pm-1:25 pm
Nonstop1h 24m
Chicago O'Hare Intl
Mon 8/3
10:37 pm-11:59 pm
Nonstop1h 22m
$406
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Wed 7/1
6:00 am-7:30 am
Nonstop1h 30m
Chicago O'Hare Intl
Fri 7/10
10:05 am-11:31 am
Nonstop1h 26m
$428
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Thu 7/16
5:53 pm-7:29 pm
Nonstop1h 36m
Chicago O'Hare Intl
Sun 7/19
4:00 pm-5:23 pm
Nonstop1h 23m
$431
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Wed 11/11
8:15 pm-9:39 pm
Nonstop1h 24m
Chicago O'Hare Intl
Wed 11/11
11:00 pm-12:22 am
Nonstop1h 22m
$451
Quickest round-trip
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Wed 11/11
6:15 am-7:38 am
Nonstop1h 23m
Chicago O'Hare Intl
Thu 11/12
11:43 am-1:05 pm
Nonstop1h 22m
$457
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Tue 7/7
5:57 pm-7:38 pm
Nonstop1h 41m
Chicago O'Hare Intl
Fri 7/17
10:37 pm-11:59 pm
Nonstop1h 22m
$529
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Fri 9/11
5:22 pm-7:02 pm
Nonstop1h 40m
Chicago O'Hare Intl
Mon 9/14
9:56 am-11:22 am
Nonstop1h 26m
$561
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
Mon 6/29
5:25 pm-7:00 pm
Nonstop1h 35m
Chicago O'Hare Intl
Mon 7/6
10:37 pm-11:59 pm
Nonstop1h 22m
$561
Showing 1-10 of 21 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 June.
| 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 June 3, 2026.
It’s typically best to fly out from La Crosse to Chicago in the afternoon. Doing so could potentially save you 70% on the flight price compared to flying in the evening, which is usually more expensive.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 3, 2026.
Read through reviews of airlines operating flights from La Crosse to Chicago, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Food
6.4
Comfort
7.2
Crew
7.9
Overall
7.1
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Boarding
7.5
Food
6.4
Comfort
7.2
Crew
7.9
Overall
7.1
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
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
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La Crosse and Chicago flights
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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 June 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$228 | Average$370 | FlexibilityNo cancel fee | On-time71% |