Best Flight From Los Angeles Intl. To MDW

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Find Your Perfect Flight

Amazing LAX to MDW Flight Deals

The cheapest flights to Midway Intl. were $227 for round trip flights and $110 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 15 - Wed, Oct 21
LAX
Los Angeles
MDW
Chicago
$227 Roundtrip, found 9 hours ago
$227
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Oct 15 from Los Angeles to Chicago, returning Wed, Oct 21, priced at $227 found 9 hours ago
Thu, Oct 15 - Wed, Oct 21
LAX
Los Angeles
MDW
Chicago
$230 Roundtrip, found 9 hours ago
$230
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Oct 15 from Los Angeles to Chicago, returning Wed, Oct 21, priced at $230 found 9 hours ago
Fri, Oct 16 - Mon, Oct 19
LAX
Los Angeles
MDW
Chicago
$236 Roundtrip, found 5 days ago
$236
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Los Angeles to Chicago, returning Mon, Oct 19, priced at $236 found 5 days ago
Fri, Oct 16 - Mon, Oct 19
LAX
Los Angeles
MDW
Chicago
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Los Angeles to Chicago, returning Mon, Oct 19, priced at $237 found 5 days ago
Fri, Oct 16 - Mon, Oct 19
LAX
Los Angeles
MDW
Chicago
$238 Roundtrip, found 5 days ago
$238
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Los Angeles to Chicago, returning Mon, Oct 19, priced at $238 found 5 days ago
Thu, Oct 15 - Wed, Oct 21
LAX
Los Angeles
MDW
Chicago
$240 Roundtrip, found 9 hours ago
$240
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Oct 15 from Los Angeles to Chicago, returning Wed, Oct 21, priced at $240 found 9 hours ago

Hotels near Midway Intl. Airport (MDW)

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
$162 nightly
The price is $188 total per night from Sep 27 to Sep 28
$188 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wintrust Sports Complex and SeatGeek Stadium are located nearby.
Opens in a new windowHoliday Inn Chicago – Midway Airport S by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$170 nightly
The price is $202 total per night from Sep 10 to Sep 11
$202 total
Sep 10 - Sep 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8/10 Very Good! (10,333 reviews)
"Excellent location, very clean and comfortable room."

Reviewed on Sep 9, 2026

Opens in a new windowCongress Plaza Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$284 nightly
The price is $337 total per night from Sep 10 to Sep 11
$337 total
Sep 10 - Sep 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Opens in a new windowHyatt Regency McCormick Place Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$224 nightly
The price is $266 total per night from Sep 10 to Sep 11
$266 total
Sep 10 - Sep 11
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Opens in a new windowHilton Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$197 nightly
The price is $234 total per night from Sep 20 to Sep 21
$234 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
9/10 Wonderful! (2,618 reviews)
"The staff were a great help and very friendly. Quick to offer help"

Reviewed on Sep 9, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$220 nightly
The price is $262 total per night from Sep 27 to Sep 28
$262 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8.6/10 Excellent! (1,211 reviews)
"The Breakfast Charge is near $25.00 per person and is not included. I consider this an excessive charge, The Hotel Pantry does not stock breakfast items in quantity. They have limited parking. The Hotel Charge is $65.00 per night. There is a private lot in front of the Hotel that charges maybe $25.00 ..."

Reviewed on Sep 8, 2026

Opens in a new windowHoliday Inn & Suites Chicago - Downtown by IHG
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$185 nightly
The price is $220 total per night from Sep 27 to Sep 28
$220 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
$199 nightly
The price is $237 total per night from Sep 20 to Sep 21
$237 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (1,000 reviews)
"I was a little under impressed with the room itself, but it wasn’t terrible. the room had everything we needed for a weekend stay, the location was very convenient, the hotel really is beautiful. I would stay again, it just wouldn’t be my first choice."

Reviewed on Sep 9, 2026

Opens in a new windowTHE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Don't see what you're looking for?
See all available properties in Midway Intl.
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.