Cheap flights from BUF to MDW (Buffalo Niagara Intl. to Midway Intl.)

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Cheap Flights from BUF to MDW starting at $100 One Way, $339 Round Trip

Prices starting at $339 for return flights and $100 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 13 - Mon, Nov 16
BUF
Buffalo
MDW
Chicago
$339 Roundtrip, found 4 days ago
$339
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Buffalo to Chicago, returning Mon, Nov 16, priced at $339 found 4 days ago
Mon, Nov 9 - Wed, Nov 11
BUF
Buffalo
MDW
Chicago
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 9 from Buffalo to Chicago, returning Wed, Nov 11, priced at $348 found 2 days ago
Fri, Nov 13 - Thu, Nov 26
BUF
Buffalo
MDW
Chicago
$348 Roundtrip, found 1 day ago
$348
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Buffalo to Chicago, returning Thu, Nov 26, priced at $348 found 1 day ago
Fri, Dec 4 - Sun, Dec 13
BUF
Buffalo
MDW
Chicago
$353 Roundtrip, found 4 days ago
$353
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Dec 4 from Buffalo to Chicago, returning Sun, Dec 13, priced at $353 found 4 days ago
Fri, Dec 11 - Sun, Dec 13
BUF
Buffalo
MDW
Chicago
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Dec 11 from Buffalo to Chicago, returning Sun, Dec 13, priced at $360 found 1 day ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$106 nightly
The price is $126 total per night from Nov 22 to Nov 23
$126 total
Nov 22 - Nov 23
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 ...
8/10 Very Good! (10,111 reviews)
"Great room, I hope the second elevator is fixed soon."

Reviewed on Nov 7, 2026

Congress Plaza Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$111 nightly
The price is $132 total per night from Nov 23 to Nov 24
$132 total
Nov 23 - Nov 24
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 ...
Holiday Inn & Suites Chicago - Downtown by IHG
Chicago Parthenon Hostel

Chicago Parthenon Hostel

2 out of 5
310 S. Halsted Street Chicago IL
$130 nightly
The price is $153 total per night from Nov 16 to Nov 17
$153 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this hostel in Chicago. Enjoy free WiFi, concierge services, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions ...
Chicago Parthenon Hostel
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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$106 nightly
The price is $126 total per night from Nov 22 to Nov 23
$126 total
Nov 22 - Nov 23
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 ...
8/10 Very Good! (10,111 reviews)
"Great room, I hope the second elevator is fixed soon."

Reviewed on Nov 7, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$116 nightly
The price is $138 total per night from Nov 9 to Nov 10
$138 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$115 nightly
The price is $137 total per night from Dec 6 to Dec 7
$137 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,590 reviews)
"Un hotel con vista espectacular. Personal súper calificado. Ubicado en la mejor zona y muy accesible para poder llegar caminando a donde quieras."

Reviewed on Nov 7, 2026

River Hotel
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$57 nightly
The price is $65 total per night from Nov 9 to Nov 10
$65 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from Nov 29 to Nov 30
$110 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,915 reviews)
"The workout facility was closed for construction, which I didn’t see listed anywhere. The pool was overly chlorinated with paint chips coming off around the exterior that made walking around it dangerous. The spa was so chlorinated someone turned on the jets it sudsed up so bad it was hard to sit ..."

Reviewed on Nov 6, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$84 nightly
The price is $97 total per night from Nov 29 to Nov 30
$97 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$143 nightly
The price is $170 total per night from Dec 3 to Dec 4
$170 total
Dec 3 - Dec 4
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$124 nightly
The price is $146 total per night from Dec 3 to Dec 4
$146 total
Dec 3 - Dec 4
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 ...
7.8/10 Good! (2,956 reviews)
"Didn't realize my room didn’t have a fridge or microwave. I've never stayed at a hotel that didn’t have those in a room"

Reviewed on Nov 6, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$57 nightly
The price is $65 total per night from Nov 9 to Nov 10
$65 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Elk Grove Village, IL - O'Hare
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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$143 nightly
The price is $170 total per night from Nov 24 to Nov 25
$170 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (3,014 reviews)
"They had an inspection of our room didn’t notify us. They were trying to get into our room to do it. We were in the room and asked her not to come in so they had to change our room and didn’t provide a compensation that was reasonable."

Reviewed on Nov 6, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$157 nightly
The price is $186 total per night from Nov 24 to Nov 25
$186 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$123 nightly
The price is $147 total per night from Dec 7 to Dec 8
$147 total
Dec 7 - Dec 8
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Embassy Suites by Hilton Chicago Downtown River North
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.

BUF to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from Buffalo Niagara Intl. Airport (BUF) to Midway Airport?
Whether you're jetting off on an epic worldwide adventure or traveling for business-related purposes, a nonstop flight is the way to go. With Southwest Airlines you can fly from Buffalo Niagara Intl. Airport (BUF) to Midway Airport in one easy journey.
What is the shortest flight from Buffalo Niagara International Airport to Chicago Airport?
From Buffalo, the distinctive sights and sounds of Chicago are around 5 hours and 29 minutes away. Be sure to book your favorite seat, or maybe even one with a little more legroom, and travel to your destination in comfort.
How many hours flight from Buffalo Niagara International Airport to Midway Intl. Airport (MDW)?
Make yourself nice and comfortable, because a typical plane trip from Buffalo Niagara Intl. Airport (BUF) to Chicago Airport is 5 hours and 36 minutes. Watch a few movies, get stuck into that book ... You'll have ample time to rest and unwind.
What airlines have the most flights from Buffalo Niagara International Airport to Chicago Airport?
Southwest Airlines is your ticket to an unforgettable vacation. This respected airline offers 56 flights every month between BUF and Midway Airport.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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