Cheap Flights from Norfolk to Chicago
Browse current best options from Norfolk. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Norfolk
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Prices updated 5 days ago
402 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)
Today’s best flight deals from Norfolk to Chicago
Explore current cheapest deals departing from Norfolk to Chicago
Round trip
Sort by: Cheapest
August 16 - August 21
ORF - Chicago
$281
$185
Round trip
October 10 - October 17
ORF - Chicago
$275
$186
Round trip
August 14 - August 16
ORF - Chicago
$295
$192
Round trip
August 4 - August 6
ORF - Chicago
$332
$192
Round trip
August 29 - August 30
ORF - Chicago
$289
$193
Round trip
September 8 - September 22
ORF - Chicago
$317
$193
Round trip
October 14 - October 19
ORF - Chicago
$285
$193
Round trip
October 27 - October 29
ORF - Chicago
$305
$193
Round trip
October 27 - November 3
ORF - Chicago
$298
$193
Round trip
October 14 - October 29
ORF - Chicago
$243
$193
Round trip
Unlock all 500+ flight deals to Chicago and get alerts when great deals appear
Norfolk to Chicago: Overview
Insights for flights from Norfolk to Chicago
How much is a round trip from Norfolk to Chicago
Regular price: $227 - $360
Prices are currently below the regular range.
The regular price range for flights from Norfolk to Chicago is $227 to $360. The current lowest deal is $185 with Frontier Airlines for travel from Aug 16-Aug 21.
now $185
Low $227
High $360
The cheapest time to fly from Norfolk to Chicago
The cheapest month to fly from Norfolk to Chicago is May, with a median price of $297. The most expensive month is July, with a median price of $584. Generally, prices are lower from February to October.
May
Flights from $297
July
Flights from $584
Direct flights from Norfolk to Chicago
American Airlines
Last-minute flights going from Norfolk to Chicago
Mon, Jul 13
ORF - Chicago
Norfolk (ORF) - Chicago (MDW)
Frontier Airlines
$553
$370
One-way
Wed, Jul 22
ORF - Chicago
Norfolk (ORF) - Chicago (RFD)
Breeze Airways
$425
$296
One-way
Sat, Jul 25
ORF - Chicago
Norfolk (ORF) - Chicago (RFD)
Breeze Airways
$435
$290
One-way
Mon, Aug 3
ORF - Chicago
Norfolk (ORF) - Chicago (MDW)
Frontier Airlines
$259
$196
One-way
Mon, Aug 3
ORF - Chicago
Norfolk (ORF) - Chicago (ORD)
Frontier Airlines
$302
$215
One-way
Mon, Aug 3
ORF - Chicago
Norfolk (ORF) - Chicago (MDW)
Frontier Airlines
$330
$239
One-way
Biggest price drops on these dates for flights from Norfolk to Chicago
Jul 21 - Jul 24
$401 → $252
37%
Jul 22 - Jul 25
$397 → $252
37%
Sep 25 - Sep 27
$380 → $244
36%
Sep 25 - Sep 28
$380 → $244
36%
Popular Airports to fly from Norfolk to Chicago
Norfolk - Chicago route insights
💸 Price insights
Recent fares are below the typical level
Recent roundtrip fares are below the typical level, with 14% of recent fares considered good deals.
📅 Best time to fly
Fly in May for the best prices
Historically, May is the cheapest month to fly, with a median price of $297.
⏱️ Flight duration
Direct flights take 2h 32m
Direct flights to Chicago typically take 2h 32m, while connecting flights average 10h 50m.
✈️ Airlines & availability
35.4% of recent flights are direct
Historically, 35.4% of flights on this route are direct, with connecting flights having 2 stopovers.
🏆 Airline highlight
American Airlines offers direct flights
American Airlines has offered direct flights on this route, providing a nonstop option for travelers.
🎯 Booking tip
Deals are frequent on this route
Deals on flights from Norfolk to Chicago are frequent, appearing often within a 30-day window.
Norfolk main airports to depart from
Norfolk International (ORF)
Norfolk International Airport is a convenient departure point for flights from Norfolk to Chicago.
📍 ~9 km from Norfolk (reachable by car)
💸 Flights from ~$185
Chicago main airports to arrive at
Chicago Midway International (MDW)
Chicago Midway International is a convenient option for flights from Norfolk to Chicago.
📍 ~14 km from Chicago (reachable by car)
💸 Flights from ~$193
Chicago Rockford International (RFD)
Chicago Rockford International is an alternative arrival airport for your trip to Chicago.
📍 ~126 km from Chicago (reachable by car)
💸 Flights from ~$258
O Hare International (ORD)
O Hare International offers another choice for travelers flying from Norfolk to Chicago.
📍 ~25 km from Chicago (reachable by car)
💸 Flights from ~$193
Airports nearby Chicago used as alternative
General Mitchell International (MKE)
General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.
📍 ~135 km from Chicago (reachable by train or car)
💸 Flights from ~$242
Gerald R. Ford International (GRR)
Gerald R. Ford International provides a robust domestic network with a strong presence of airlines.
📍 ~220 km from Chicago (reachable by car)
💸 Flights from ~$205
Dane County Regional (MSN)
Dane County Regional is a reliable regional hub with efficient operations and good amenities for travelers.
📍 ~200 km from Chicago (reachable by car)
💸 Flights from ~$260
South Bend International (SBN)
South Bend International is the closest alternative airport to the Chicago metro area.
📍 ~120 km from Chicago (reachable by train or car)
💸 Flights from ~$258
Fort Wayne International (FWA)
Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.
📍 ~240 km from Chicago (reachable by car)
💸 Flights from ~$282
Business & First Class Flight Deals to Chicago
Discover luxury on the budget with premium cabin class on flights from Norfolk to Chicago.
Elite
Best Elite deals to Chicago
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From ORF
Elite
Jul 05
Chicago, United States
78% AI deal score
$1,481
$762
Save $719
From ORF
Elite
Aug 04
Chicago, United States
77% AI deal score
$1,783
$720
Save $1,063
From ORF
Elite
Jul 25
Chicago, United States
77% AI deal score
$1,532
$837
Save $695
From ORF
Elite
Jul 08
Chicago, United States
76% AI deal score
$1,389
$767
Save $622
From ORF
Elite
Aug 26
Chicago, United States
75% AI deal score
$785
$577
Save $208
From ORF
Elite
Aug 20
Chicago, United States
75% AI deal score
$820
$605
Save $215
From ORF
Elite
Aug 17
Chicago, United States
75% AI deal score
$840
$605
Save $235
From ORF
Elite
Aug 18
Chicago, United States
75% AI deal score
$840
$605
Save $235
From ORF
Elite
Aug 04
Chicago, United States
75% AI deal score
$854
$605
Save $249
From ORF
Elite
Aug 24
Chicago, United States
74% AI deal score
$805
$605
Save $200
From ORF
Elite
Aug 25
Chicago, United States
74% AI deal score
$805
$605
Save $200
From ORF
Elite
Aug 16
Chicago, United States
74% AI deal score
$840
$634
Save $206
From ORF
Elite
Sep 24
Chicago, United States
73% AI deal score
$1,114
$705
Save $409
From ORF
Elite
Aug 02
Chicago, United States
71% AI deal score
$1,440
$921
Save $519
From ORF
Elite
Aug 19
Chicago, United States
70% AI deal score
$838
$634
Save $204
From ORF
Elite
Aug 29
Chicago, United States
69% AI deal score
$792
$605
Save $187
From ORF
Elite
Aug 17
Chicago, United States
69% AI deal score
$748
$606
Save $142
From ORF
Elite
Aug 23
Chicago, United States
69% AI deal score
$808
$634
Save $174
From ORF
Elite
Aug 17
Chicago, United States
69% AI deal score
$839
$659
Save $180
From ORF
Elite
Aug 18
Chicago, United States
69% AI deal score
$838
$659
Save $179
From ORF
Elite
Aug 16
Chicago, United States
69% AI deal score
$839
$663
Save $176
From ORF
Elite
Aug 19
Chicago, United States
69% AI deal score
$836
$663
Save $173
From ORF
Elite
Aug 14
Chicago, United States
69% AI deal score
$840
$663
Save $177
From ORF
Elite
Aug 20
Chicago, United States
69% AI deal score
$839
$663
Save $176
From ORF
Elite
Nov 05
Chicago, United States
68% AI deal score
$733
$605
Save $128
From ORF
Elite
Aug 25
Chicago, United States
68% AI deal score
$761
$634
Save $127
From ORF
Elite
Aug 26
Chicago, United States
68% AI deal score
$795
$634
Save $161
From ORF
Elite
Aug 15
Chicago, United States
68% AI deal score
$752
$634
Save $118
From ORF
Elite
Aug 24
Chicago, United States
68% AI deal score
$804
$663
Save $141
From ORF
Elite
Aug 25
Chicago, United States
68% AI deal score
$804
$663
Save $141
From ORF
Elite
Aug 28
Chicago, United States
67% AI deal score
$791
$659
Save $132
From ORF
Elite
Aug 27
Chicago, United States
67% AI deal score
$782
$663
Save $119
From ORF
Elite
Aug 30
Chicago, United States
67% AI deal score
$791
$663
Save $128
From ORF
Elite
Aug 14
Chicago, United States
67% AI deal score
$842
$710
Save $132
From ORF
Elite
Aug 15
Chicago, United States
66% AI deal score
$4,138
$3,180
Save $958
From ORF
Elite
Aug 08
Chicago, United States
66% AI deal score
$4,154
$3,234
Save $920
From ORF
Elite
Aug 08
Chicago, United States
66% AI deal score
$4,482
$3,271
Save $1,211
From ORF
Elite
Aug 15
Chicago, United States
66% AI deal score
$4,482
$3,307
Save $1,175
From ORF
Elite
Jul 07
Chicago, United States
66% AI deal score
$1,460
$1,091
Save $369
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,034
$3,179
Save $855
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,047
$3,179
Save $868
From ORF
Elite
Aug 15
Chicago, United States
65% AI deal score
$4,047
$3,180
Save $867
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,034
$3,234
Save $800
From ORF
Elite
Aug 15
Chicago, United States
65% AI deal score
$4,114
$3,235
Save $879
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,114
$3,282
Save $832
From ORF
Elite
Aug 15
Chicago, United States
65% AI deal score
$4,154
$3,284
Save $870
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,046
$3,306
Save $740
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,142
$3,306
Save $836
From ORF
Elite
Aug 15
Chicago, United States
65% AI deal score
$4,142
$3,307
Save $835
From ORF
Elite
Aug 28
Chicago, United States
65% AI deal score
$4,101
$3,308
Save $793
From ORF
Elite
Aug 18
Chicago, United States
65% AI deal score
$4,153
$3,401
Save $752
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,198
$3,418
Save $780
From ORF
Elite
Aug 15
Chicago, United States
65% AI deal score
$4,198
$3,421
Save $777
From ORF
Elite
Aug 08
Chicago, United States
65% AI deal score
$4,392
$3,447
Save $945
From ORF
Elite
Aug 18
Chicago, United States
50% AI deal score
$4,047
$3,401
Save $646
From ORF
Elite
Aug 08
Chicago, United States
50% AI deal score
$4,038
$3,418
Save $620
From ORF
Elite
Aug 15
Chicago, United States
50% AI deal score
$4,116
$3,419
Save $697
From ORF
Elite
Aug 08
Chicago, United States
50% AI deal score
$4,116
$3,420
Save $696
From ORF
Elite
Aug 08
Chicago, United States
50% AI deal score
$4,034
$3,428
Save $606
From ORF
Elite
Aug 15
Chicago, United States
50% AI deal score
$4,046
$3,429
Save $617
From ORF
Elite
Aug 18
Chicago, United States
50% AI deal score
$4,126
$3,456
Save $670
From ORF
Elite
Aug 08
Chicago, United States
50% AI deal score
$4,285
$3,611
Save $674
From ORF
Elite
Oct 09
Chicago, United States
50% AI deal score
$1,169
$898
Save $271
From ORF
Elite
Aug 27
Chicago, United States
49% AI deal score
$4,018
$3,434
Save $584
From ORF
Elite
Aug 08
Chicago, United States
49% AI deal score
$4,034
$3,475
Save $559
From ORF
Elite
Aug 15
Chicago, United States
49% AI deal score
$4,034
$3,476
Save $558
From ORF
Elite
Aug 15
Chicago, United States
49% AI deal score
$4,034
$3,479
Save $555
From ORF
Elite
Aug 06
Chicago, United States
49% AI deal score
$4,038
$3,564
Save $474
From ORF
Elite
Aug 06
Chicago, United States
49% AI deal score
$4,034
$3,564
Save $470
From ORF
Elite
Aug 22
Chicago, United States
49% AI deal score
$3,967
$3,594
Save $373
From ORF
Elite
Aug 22
Chicago, United States
49% AI deal score
$4,204
$3,594
Save $610
From ORF
Elite
Aug 06
Chicago, United States
49% AI deal score
$4,034
$3,619
Save $415
From ORF
Elite
Aug 06
Chicago, United States
49% AI deal score
$4,149
$3,619
Save $530
From ORF
Elite
Aug 08
Chicago, United States
49% AI deal score
$4,051
$3,620
Save $431
From ORF
Elite
Aug 08
Chicago, United States
49% AI deal score
$4,125
$3,620
Save $505
From ORF
Elite
Aug 06
Chicago, United States
49% AI deal score
$4,285
$3,657
Save $628
From ORF
Elite
Aug 06
Chicago, United States
49% AI deal score
$4,053
$3,668
Save $385
From ORF
Elite
Aug 27
Chicago, United States
49% AI deal score
$4,101
$3,683
Save $418
From ORF
Elite
Oct 24
Chicago, United States
49% AI deal score
$642
$605
Save $37
From ORF
Elite
Sep 02
Chicago, United States
49% AI deal score
$664
$634
Save $30
From ORF
Elite
Oct 09
Chicago, United States
49% AI deal score
$1,204
$941
Save $263
From ORF
Elite
Jul 11
Chicago, United States
48% AI deal score
$3,703
$3,474
Save $229
From ORF
Elite
Jul 11
Chicago, United States
48% AI deal score
$3,631
$3,518
Save $113
From ORF
Elite
Aug 22
Chicago, United States
48% AI deal score
$3,977
$3,649
Save $328
From ORF
Elite
Aug 08
Chicago, United States
48% AI deal score
$4,048
$3,687
Save $361
From ORF
Elite
Aug 13
Chicago, United States
48% AI deal score
$4,053
$3,726
Save $327
From ORF
Elite
Sep 02
Chicago, United States
48% AI deal score
$648
$634
Save $14
From ORF
Elite
Sep 03
Chicago, United States
48% AI deal score
$677
$659
Save $18
From ORF
Elite
Sep 03
Chicago, United States
48% AI deal score
$668
$663
Save $5
From ORF
Elite
Jul 22
Chicago, United States
48% AI deal score
$977
$832
Save $145
From ORF
Elite
Dec 16
Chicago, United States
47% AI deal score
$663
From ORF
Elite
Jul 31
Chicago, United States
47% AI deal score
$1,084
$947
Save $137
From ORF
Elite
Aug 26
Chicago, United States
46% AI deal score
$2,085
From ORF
Elite
Aug 17
Chicago, United States
46% AI deal score
$2,208
From ORF
Elite
Aug 11
Chicago, United States
46% AI deal score
$2,234
From ORF
Elite
Jul 04
Chicago, United States
45% AI deal score
$1,426
$1,338
Save $88
From ORF
Elite
Jul 04
Chicago, United States
45% AI deal score
$1,481
$1,373
Save $108
From ORF
Elite
Aug 12
Chicago, United States
45% AI deal score
$1,832
$1,748
Save $84
From ORF
Elite
Aug 11
Chicago, United States
45% AI deal score
$2,288
From ORF
Elite
Jul 25
Chicago, United States
45% AI deal score
$2,313