Best Flight From Los Angeles Intl. To MDW

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Amazing LAX to MDW Flight Deals

The cheapest flights to Midway Intl. were $199 for round trip flights and $98 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Sep 16 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$199 Roundtrip, found 19 hours ago
$199
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $199 found 19 hours ago
Wed, Sep 16 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$204 Roundtrip, found 19 hours ago
$204
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $204 found 19 hours ago
Wed, Sep 16 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$209 Roundtrip, found 19 hours ago
$209
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $209 found 19 hours ago
Wed, Sep 16 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$209 Roundtrip, found 19 hours ago
$209
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $209 found 19 hours ago
Wed, Sep 16 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$214 Roundtrip, found 19 hours ago
$214
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $214 found 19 hours ago
Wed, Sep 16 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$219 Roundtrip, found 19 hours ago
$219
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $219 found 19 hours ago

Hotels near Midway Intl. Airport (MDW)

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$203 nightly
The price is $241 total per night from Jul 2 to Jul 3
$241 total
Jul 2 - Jul 3
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.
9.2/10 Wonderful! (1,119 reviews)
"This was probably the best stay for a hotel! Convenient restaurants and even a Starbucks in house. Everything seemed to be pretty efficient:)"

Reviewed on Jun 10, 2026

Opens in a new windowHyatt Regency McCormick Place 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
$157 nightly
The price is $186 total per night from Jul 1 to Jul 2
$186 total
Jul 1 - Jul 2
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! (2,240 reviews)
"It was a great choice if you want to be in the west loop area. Easy to walk to places. Clean and great staff!"

Reviewed on Jun 8, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
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! (10,237 reviews)
"First, this is a historic hotel, and visitors should be aware that the rooms reflect the historic vibe. If you want modern, you need to stay down the street at the Hilton. The rooms were very cute and clean, and the tiling in the bathroom was beautiful. The hotel has a prime location with easy walking ..."

Reviewed on Jun 10, 2026

Opens in a new windowCongress Plaza Hotel
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Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
$143 nightly
The price is $170 total per night from Jul 6 to Jul 7
$170 total
Jul 6 - Jul 7
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 helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
8.8/10 Excellent! (2,034 reviews)
"I thought they had breakfast but, they don’t."

Reviewed on Jun 9, 2026

Opens in a new windowHilton Garden Inn Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
$175 nightly
The price is $209 total per night from Jul 1 to Jul 2
$209 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
8.8/10 Excellent! (2,355 reviews)
"Loved my stay here amazing view!!. The elevators and hallways was just super humid. Rooms were cool and clean the view we had AMAZING!!! I only gave it a 4 starts because of the humid elevators and hallway. But other than that I would book again!"

Reviewed on Jun 9, 2026

Opens in a new windowHomewood Suites by Hilton Chicago Downtown South Loop
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$212 nightly
The price is $253 total per night from Jul 4 to Jul 5
$253 total
Jul 4 - Jul 5
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.
8.6/10 Excellent! (2,848 reviews)
"They were kind of rude about us wanting to carry our own luggage. Our “lake view” room we wanted was not lake view. It faced the other building and you could barely see the lake. Having a kid who wanted to swim, they had us on the 25th floor. And came to clean our room, they took all of our towels ..."

Reviewed on Jun 10, 2026

Opens in a new windowHilton Chicago
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave Chicago IL
$119 nightly
The price is $142 total per night from Jul 1 to Jul 2
$142 total
Jul 1 - Jul 2
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
8.2/10 Very Good! (2,723 reviews)
"If you just need a place to shower and sleep without any of the frills of a nice hotel, it does the job. My teenage kids and I came into town for an event and stayed 2 nights. Most Hotels were booked and prices were high because of a special Pokemon event going on. There were plenty of good restaurants ..."

Reviewed on Jun 10, 2026

Opens in a new windowBest Western Grant Park Hotel
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$121 nightly
The price is $144 total per night from Jul 1 to Jul 2
$144 total
Jul 1 - Jul 2
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
7.4/10 Good! (2,625 reviews)
"Older hotel that needs some renovation, but the rooms were thoroughly cleaned each day, fresh towels, and linen, and a friendly staff. The rooms were large and roomy, and the bathrooms were spotless! The water pressure was very good and it had very hot hot water that did not run out, just the way ..."

Reviewed on Jun 10, 2026

Opens in a new windowTravelodge by Wyndham Downtown Chicago
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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.